10 of the best: Synthesis in Organic & Biomolecular Chemistry

In this addition of OBC’s ’10 of the best’ we are bringing you a selection of 10 of our most highly cited synthesis articles. As with the other blogs, every single one will be free to access for you to enjoy until July 11th.

Design, synthesis and photophysical studies of simple fluorescent anion PET sensors using charge neutral thiourea receptors
Thorfinnur Gunnlaugsson, Anthony P. Davis, Gillian M. Hussey, Juliann Tierney and Mark Glynn
DOI: 10.1039/B404706K

The small peptide-catalyzed direct asymmetric aldol reaction in water
Pawel Dziedzic, Weibiao Zou, Jonas Háfren and Armando Córdova
DOI: 10.1039/B515880J

Synthesis of protein–polymer conjugates
Karina L. Heredia and Heather D. Maynard
DOI: 10.1039/B612355D

Advanced organic synthesis using microreactor technology
Batoul Ahmed-Omer, Johan C. Brandt and Thomas Wirth
DOI: 10.1039/B615072A

Diversity-oriented synthesis; a challenge for synthetic chemists
David R. Spring
DOI: 10.1039/B310752N

Asymmetric catalysis for the construction of quaternary carbon centres: nucleophilic addition on ketones and ketimines
Olivier Riant and Jérôme Hannedouche
DOI: 10.1039/B617746H

Recent approaches towards the asymmetric synthesis of α,α-disubstituted α-amino acids
Henning Vogt and Stefan Bräse
DOI: 10.1039/B611091F

Synthesis and photophysical evaluation of charge neutral thiourea or urea based fluorescent PET sensors for bis-carboxylates and pyrophosphate
Thorfinnur Gunnlaugsson, Anthony P. Davis, John E. O’Brien and Mark Glynn
DOI: 10.1039/B409018G

Syntheses of polysubstituted furans: recent developments
Stefan F. Kirsch
DOI: 10.1039/B602596J

Accelerated asymmetric transfer hydrogenation of aromatic ketones in water
Xiaofeng Wu, Xiaoguang Li, William Hems, Frank King and Jianliang Xiao
DOI: 10.1039/B403627A

Missed our other 10th anniversary posts? Take a look here for more of our top cited work from the past 10 years.

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2011 Impact Factor for OBC, MedChemComm & NPR

The 2011 Journal Citation Reports ® (Thomson Reuters, 2012) have just been released, which showed:

Organic & Biomolecular Chemistry: 3.696

MedChemComm: 2.8         (Partial IF only, based on five issues)

Natural Product Reports: 9.79

The Cambridge Editorial Office would like to thank everyone involved for their hard work and dedication to all three journals over the years. In particular, we would like to thank all of our Associate Editors, Editorial and Advisory Board members, authors and referees, without whom none of this would have been possible.

With another successful year in the bag, we hope you will join us in making this year even better…

Read more about the 2011 Impact Factors from across RSC Publishing on the RSC Publishing Blog.

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Organic: Steps towards making new natural products

UK scientists have synthesised the core ring structure of the fargenin/fargenone family of (biologically active) natural products. This, they say, is the first synthetic step towards this family of compounds. The strategy they devised uses an elegant cascade concept, which while unfortunately not leading to the desired natural product itself, still proves the concept validity and provides a first entry to this class of natural products.

A strategy for the synthesis of the fargenone/fargenin family of natural products: Synthesis of the tricyclic core
Ross Matthew Denton
DOI: 10.1039/C2OB25489A

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View OBC issue 28 today – it’s out now!

The front cover of this issue of OBC highlights the work of Tirumala G. Varadarajua and Jih Ru Hwu, demonstrating an efficient and convergent route for the synthesis of the natural product (+)-lithospermic acid, developing two different synthetic routes for the diastereoselective synthesis of the trans-dihydrobenzo[b]furan segment of lithospermic acid.

Synthesis of anti-HIV lithospermic acid by two diverse strategies
Tirumala G. Varadaraju and Jih Ru Hwu
DOI: 10.1039/C2OB25575H

The Communication highlighted on the inside cover of this issue comes from Pandi Muthupandi and Govindasamy Sekar, Indian Institute of Technology Madras, and presents the synthesis of an unusual dinuclear chiral iron complex that was used to asymmetrically hydrophosphorylate aldehydes to synthesis optically active α-hydroxy phosphonates.

Synthesis of an unusual dinuclear chiral iron complex and its application in asymmetric hydrophosphorylation of aldehydes
Pandi Muthupandi and Govindasamy Sekar
DOI: 10.1039/C2OB25810B


Other great content in this week’s issue of OBC includes:

Emerging Area
Chiral quaternary phosphonium salts: a new class of organocatalysts
Dieter Enders and Thanh Vinh Nguyen
DOI: 10.1039/C2OB25823D

Perspective
Self-assembly driven by an aromatic primary amide motif
Myungeun Seo, Jeyoung Park and Sang Youl Kim
DOI: 10.1039/C2OB25117E

Read the FUL ISSUE today!

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10 of the best: Supramolecular chemistry in OBC

A collection of 10 of the most highly cited supramolecular chemistry articles from OBC

This week we’re going supramolecular as we celebrate OBC’s 10th anniversary! Below is a selection of 10 of our most highly cited articles in the area of supramolecular chemistry. Every single one will be free to access for you to enjoy for the next week.

Multivalency in supramolecular chemistry and nanofabrication
Alart Mulder, Jurriaan Huskens and David N. Reinhoudt
DOI: 10.1039/B413971B

New directions in supramolecular transition metal catalysis
Matthew J. Wilkinson, Piet W. N. M. van Leeuwen and Joost N. H. Reek
DOI: 10.1039/B503407H

Nucleation–elongation: a mechanism for cooperative supramolecular polymerization
Dahui Zhao and Jeffrey S. Moore
DOI: 10.1039/B308788C

Mass spectrometric studies of non-covalent compounds: why supramolecular chemistry in the gas phase?
Bilge Baytekin, H. Tarik Baytekin and Christoph A. Schalley
DOI: 10.1039/B604265A

Artificial photosynthetic systems: assemblies of slipped cofacial porphyrins and phthalocyanines showing strong electronic coupling
Akiharu Satake and Yoshiaki Kobuke
DOI: 10.1039/B703405A

Bright molecules with sense, logic, numeracy and utility
A. Prasanna de Silva, Thomas P. Vance, Matthew E. S. West and Glenn D. Wright
DOI: 10.1039/B802963F

Tetrakis(imidazolium) macrocyclic receptors for anion binding
Wallace W. H. Wong, Matthew S. Vickers, Andrew R. Cowley, Rowena L. Paul and Paul D. Beer
DOI: 10.1039/B510068B

Anion-templated assembly of [2]rotaxanes
Mark R. Sambrook, Paul D. Beer, Michael D. Lankshear, R. Frederick Ludlow and James A. Wisner
DOI: 10.1039/B518178J

A versatile template for the formation of [2]pseudorotaxanes. 1,2-Bis(pyridinium)ethane axles and 24-crown-8 ether wheels
Stephen J. Loeb, Jorge Tiburcio, Sarah J. Vella and James A. Wisner
DOI: 10.1039/B514528G

Interlocked host rotaxane and catenane structures for sensing charged guest species via optical and electrochemical methodologies
Michał J. Chmielewski ,  Jason J. Davis and Paul D. Beer
DOI: 10.1039/B818351A

Take a look here for some of our top cited work, including more 10 of the bests:

bioorganic, catalysis, medicinal chemistry, natural products.

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Organic: New compounds for actinide and lanthanide separation

Scientists in the Netherlands and Germany have synthesised a series of new pyrazine substituted ligands that are promising for actinide separation.

The team used the ligands to differentiate trivalent actinides from lanthanides, with a very good selectivity for Am3+ over Eu3+ with separation factors up to 40 at pH 1 at 0.01 mol/L ligand concentration.

The ligands are resistant to strong acids and water soluble, which makes them ideal for the innovative SANEX concept (Selective ActiNide Extraction).

The team says: ‘It is basically a DIAMEX (DIAMide EXtraction) process (An(III) and Ln(III) coextraction) with selective back extraction of An(III) from the loaded organic phase. Instead of a water-soluble complexing agent such as diethylene triamine pentaacetic acid, which requires in most cases buffering agents to adjust the pH, the search is for stronger acid resistant water-soluble ligands.’

Palladium–catalyzed cross-coupling of various phosphorus pronucleophiles with chloropyrazines: synthesis of novel Am(III)-selective extractants
W. Verboom, Nicolai I. Nilishkin, Jurriaan Huskens, Giuseppe Modolo, Jana Assenmacher and Andreas Wilde
DOI: 10.1039/C2OB25787D

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OBC issue 27, featuring continuous-flow synthesis and core-modified porphyrins

The front cover (right) of this issue of Organic & Biomolecular Chemistry features the work Takashi Takahashi and colleagues at Tokyo Institute of Technology. Takahashi et al. present a two-stage continuous-flow synthesis of activated vitamin D3, the first application of a micro-flow system to this synthesis. The authors claim that the synthesis should be easy to scale up and that it required no purification of intermediates or high dilution conditions, and so reducing wastage.

Continuous-flow synthesis of activated vitamin D3 and its analogues
Shinichiro Fuse, Yuto Mifune, Nobutake Tanabe and Takashi Takahashi

The inside cover (left) highlights work by Chihiro Maeda and Naoki Yoshioka, Keio University, on the synthesis of peripherally ethynylated carbazole-based core-modified porphyrins. Maeda and Keio make use of a series of metal-catalyzed coupling and annulation reactions to produce the porphyrins whose π-conjugated networks are shown to effectively delocalise over the entire macrocycle.

Peripherally ethynylated carbazole-based core-modified porphyrins
Chihiro Maeda and Naoki Yoshioka

As always these cover articles are free to access for 6 weeks.

Also in this issue is this HOT communication:

First total synthesis of the biscarbazole alkaloid oxydimurrayafoline
Carsten Börger, Micha P. Krahl, Margit Gruner, Olga Kataeva and Hans-Joachim Knölker

And, the perspective ‘Strategies for the enantioselective synthesis of spirooxindoles

Find the complete issue HERE….

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HOT: First total synthesis of the biscarbazole alkaloid oxydimurrayafoline

Biscarbazoles are a class of carbazole alkaloids in which two carbazole moieties are connected by different linkages. Oxydimurrayafoline is a special biscarbazole connecting two carbazole units via a benzylic ether linkage at the 3-position.

In this HOT Communication, Hans-Joachim Knölker and co-workers from Technische Universität Dresden, report the first total synthesis of oxydimurrayafoline via nucleophilic substitution at the benzylic position at the C-3 position of the carbazole framework.

Knölker et al. use a palladium catalysis approach to produce the key intermediate mukonine in 2 steps before going on to make oxydimurrayafoline in a total of 6 steps with an overall yield of 43%.

This Communication will be FREE to access for the next 4 weeks, so have a look at the details of the study today.

First total synthesis of the biscarbazole alkaloid oxydimurrayafoline
Carsten Börger, Micha P. Krahl, Margit Gruner, Olga Kataeva and Hans-Joachim Knölker
DOI: 10.1039/C2OB25842K

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10 of the best: Natural Products in Organic & Biomolecular Chemistry

In the latest blog of our series celebrating OBC’s 10th anniversary we bring you a selection of 10 of our most highly cited articles in the area of natural products. Every single one will be free to access for you to enjoy for the next week.

Triggering cryptic natural product biosynthesis in microorganisms
Kirstin Scherlach and Christian Hertweck
DOI: 10.1039/B821578B

Chemistry and biology of wortmannin
Peter Wipf and Robert J. Halter
DOI: 10.1039/B504418A

[3 + 3] Cycloadditions and related strategies in alkaloid natural product synthesis

Joseph P. A. Harrity and Olivier Provoost
DOI: 10.1039/B502349C

Discovery and optimization of non-steroidal FXR agonists from natural product-like libraries

K. C. Nicolaou, Ronald M. Evans, A. J. Roecker, Robert Hughes, Michael Downes and Jeffery A. Pfefferkorn
DOI: 10.1039/B300525A

Golden opportunities in natural product synthesis: first total synthesis of (−)-isocyclocapitelline and (−)-isochrysotricine by gold-catalyzed allene cycloisomerization

Frank Volz and Norbert Krause
DOI: 10.1039/B703995F

Asymmetric synthesis of N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine, jaspine B (pachastrissamine), 2-epi-jaspine B, and deoxoprosophylline via lithium amide conjugate addition
Elin Abraham, E. Anne Brock, José I. Candela-Lena, Stephen G. Davies, Matthew Georgiou, Rebecca L. Nicholson, James H. Perkins, Paul M. Roberts, Angela J. Russell, Elena M. Sánchez-Fernández, Philip M. Scott, Andrew D. Smith and James E. Thomson
DOI: 10.1039/B801671B

Concise synthesis of (±)-horsfiline and (±)-coerulescine by tandem cyclisation of iodoaryl alkenyl azides
Dimitrios E. Lizos and John A. Murphy
DOI: 10.1039/B208114H

Chemical and biomimetic total syntheses of natural and engineered MCoTI cyclotides
Panumart Thongyoo, Núria Roqué-Rosell, Robin J. Leatherbarrow and Edward W. Tate
DOI: 10.1039/B801667D

Total synthesis of (±)-rhazinal, an alkaloidal spindle toxin from Kopsia teoi
Martin G. Banwell, Alison J. Edwards, Katrina A. Jolliffe, Jason A. Smith, Ernest Hamel and Pascal Verdier-Pinard
DOI: 10.1039/B209992F

Enantioselective synthesis of (+)(R)- and (−)(S)-nicotine based on Ir-catalysed allylic amination
Carolin Welter, Rosa M. Moreno, Stephane Streiff and Günter Helmchen
DOI: 10.1039/B508634E

Missed our other 10th anniversary posts? Take a look here for some of our top cited work, including 10 of the best catalysis articles and 10 of the best medicinal chemistry articles.

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A glimpse of OBC issue 26 and its metallic organophosphates and rubesanolide covers

The latest issue of OBC is now available to access, and here’s a quick peek…

Steaming its way on to the front cover is this image (right) from Alejandro Parra & José Alemán et al. Their perspective gives the reader a general overview of some of the most relevant topics in the applications of chiral metallic organophosphates, and includes a selection of the most outstanding uses of these catalysts.

Metallic organophosphates as catalysts in asymmetric synthesis: a return journey
Alejandro Parra, Silvia Reboredo, Ana M. Martín Castro and José Alemán
Org. Biomol. Chem., 2012, 10, 5001–5020

And coming into bloom on the inside cover is this image (left) highlighting the work Hongjie Zhang et al. describing the isolation and structure elucidation of 3 novel abietane diterpenoids, rubesanolides C–E (1–3) from the leaves of the medicinal plant Isodon rubescens

Rubesanolides C–E: abietane diterpenoids isolated from Isodon rubescens and evaluation of their anti-biofilm activity
Juan Zou, Lutai Pan, Qiji Li, Jianxin Pu, Ping Yao, Min Zhu, Jeffrey A. Banas, Hongjie Zhang and Handong Sun
Org. Biomol. Chem., 2012, 10, 5039–5044

Read both for FREE for the next 6 weeks!


As well as many excellent papers, there is also this perspective by Ramakrishna Edupuganti and Franklin A. Davis on the synthesis and applications of masked oxo-sulfinamides in asymmetric synthesis.

Find the complete OBC issue 26 here…

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