January 2012 – Page 2 – Organic & Biomolecular Chemistry Blog

Archive for January, 2012

Issue 5 just published – gold-mediated modification of oligosaccharides and easy access to cinnamonitriles on the covers

13 Jan 2012

On the outside front cover a communication from Chi-Ming Che and Man-Kin Wong et al. is highlighted, showing their method for gold-mediated bifunctional modification of oligosaccharides via a three-component coupling reaction.

Gold-mediated bifunctional modification of oligosaccharides via a three-component coupling reaction
Karen Ka-Yan Kung, Gai-Li Li, Lan Zou, Hiu-Chi Chong, Yun-Chung Leung, Ka-Hing Wong, Vanessa Kar-Yan Lo, Chi-Ming Che and Man-Kin Wong
DOI: 10.1039/C1OB06429K

On the inside front cover is an article from Brindaban C. Ranu et al. on copper catalysed cyanation of styrenyl bromides to give functionalized cinnamonitriles with preserved stereochemistry.

Hydroxyapatite-supported Cu(I)-catalysed cyanation of styrenyl bromides with K4[Fe(CN)6]: an easy access to cinnamonitriles
Debasree Saha, Laksmikanta Adak, M. Mukherjee and Brindaban C. Ranu
DOI: 10.1039/C1OB06467C

View the rest of the issue including a review on squaraine dyes in photodynamic therapy

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Hot article on intramolecular Prins cyclization of benzyl ethers to give novel dioxabicycles and oxatricycles

12 Jan 2012

B. V. Subba Reddy et al. report the stereoselective synthesis of cis– and trans-fused bicyclic and tricyclic tetrahydropyran scaffolds. Their method involves DDQ oxidation to activate the benzylic C-H of various benzyl ethers and subsequent intramolecular Prins cyclization to give the dioxa-bicycles and oxatricycles.

Read the details for free for the next 4 weeks…..

Oxidative Prins and Prins/Friedel–Crafts cyclizations for the stereoselective synthesis of dioxabicycles and hexahydro-1H-benzo[f]isochromenes via the benzylic C–H activation
B. V. Subba Reddy, Prashant Borkar, J. S. Yadav, P. Purushotham Reddy, A. C. Kunwar, B. Sridhar and René Grée
DOI: 10.1039/C1OB06489D

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HOT: Aquafoldamers as synthetic water channels

11 Jan 2012

In this OBC Hot Paper Huaqiang Zeng and coworkers at the National University of Singapore have studied a series of water-binding aquafoldamers, illustrating their potential use for recognizing larger water clusters of diverse topologies and as synthetic water channels.

Read for free…
This article is part of our forthcoming themed issue on Foldamer Chemistry – visit this page to see the collection of articles grow.

Reference:
Synthesis, structural investigation and computational modelling of water-binding aquafoldamers
Huaiqing Zhao, Wei Qiang Ong, Xiao Fang, Feng Zhou, Meng Ni Hii, Sam Fong Yau Li, Haibin Su and Huaqiang Zeng
Org. Biomol. Chem., 2012, Advance Article
DOI: 10.1039/C1OB06609A

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Hot article on the synthesis of heparin oligosaccharides and the inhibition of eosinophil-derived neurotoxin binding

11 Jan 2012

In this hot article Shang-Cheng Hung et al have devised a synthetic route to heparin oligosaccharides from cheap D-glucosamine and diacetone α-D-glucose starting materials. Heparin is a widely used anticoagulant, but homogeneous heparin oligosaccharides are difficult to obtain naturally and synthetic access is required. This article describes routes to tri-, penta- and heptasaccharides which are able to inhibit eosinophil-derived neurotoxin, a protein with ribonuclease activity that is released as part of the immune response to allergic inflammation e.g. in asthma.

Hot article on the 3-way DNA junction as a scaffold for chromophore assemblies

04 Jan 2012

The naturally occurring 3-way junction formed at the branch point of three DNA or RNA strands is a useful structure for organising functional molecules. In this hot paper Markus Probst et al. have used the three-way junction to assemble non-nucleosidic alkynylpyrene and perylenediimide chromophores at the branch point area. The spectroscopic properties of the chromophores can be modified depending on the composition of the DNA junction, ranging from monomer or excimer fluorescence to complete quenching, demonstrating the potential of such assemblies for use in diagnostic, electronic, optical and mechanical applications

Meet the OBC team

03 Jan 2012

The OBC team will be attending a number of conferences in 2012 and we would be delighted to meet you.

Dr Marie Cote, Deputy Editor

Dr Richard Kelly, Managing Editor

Here are just some of the conferences where you can meet us in the coming months:

Zing conference on Natural Products Synthesis and Biosynthesis – 10-13 February, Lanzarote, Spain – Meet Marie
Gordon Research Conference on Marine Natural Products – 26 Feb.- 02 March, Ventura, USA – Meet Richard
Keystone sympoium on Addressing the Challenges of Drug Discovery – 19-23 March, Tahoe City, USA – Meet Marie
BTS Annual Congress 2012 – 25-28 March 2012, Warwick, UK – Meet Richard
OBC Symposia, touring Shanghai, Lanzhou and Beijing – 14-21 April, China – Full details coming soon… – Meet Richard
48th EUROTOX Congress – 17-20 June, Stockholm, Sweden – Meet Nicola Wise, Business Development Executive
Gordon Research Conference on Heterocyclic Compounds – 24-29 June, Salve Regina University, USA – Meet Marie
BOSS XIII – 13th Belgium Organic Synthesis Symposium – 15-20 July, Leuven, Belgium – Meet Marie
ASIATOX VI – 17-20 July, Sendai, Japan – Meet Richard
244th ACS National Meeting, 19-23 August, Philadelphia, USA – Meet Richard
ISMC 2012 – 22nd International Symposium on Medicinal Chemistry – 02-06 Sept., Berlin, Germany – Meet Marie
ICPOC 21 – 21st IUPAC International Conference on Physical Organic Chemistry – 09-13 Sept., Durham, UK – Meet Marie

Please let us know if you are planning on attending any of these meetings, as it would be lovely to meet you there!

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Organic & Biomolecular Chemistry Blog

Archive for January, 2012

Issue 5 just published – gold-mediated modification of oligosaccharides and easy access to cinnamonitriles on the covers

Hot article on intramolecular Prins cyclization of benzyl ethers to give novel dioxabicycles and oxatricycles

HOT: Aquafoldamers as synthetic water channels

Hot article on the synthesis of heparin oligosaccharides and the inhibition of eosinophil-derived neurotoxin binding

Hot article on the 3-way DNA junction as a scaffold for chromophore assemblies

Meet the OBC team

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