A general and diastereoselective route to five-membered carbocycles and heterocycles from acyclic vinyl sulfone-modified carbohydrates

Atta, Ananta Kumar ; Pathak, Tanmaya (2010) A general and diastereoselective route to five-membered carbocycles and heterocycles from acyclic vinyl sulfone-modified carbohydrates European Journal of Organic Chemistry, 2010 (5). pp. 872-881. ISSN 1434-193X

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/ejoc.20...

Related URL: http://dx.doi.org/10.1002/ejoc.200900957

Abstract

Pentosyl and hexosyl acyclic vinyl sulfones having a suitably positioned leaving group reacted with externally delivered carbon, nitrogen, oxygen, and sulfur nucleophiles to afford a series of five-membered carbocycles and heterocycles in a diastereoselective fashion. This diversity-oriented synthetic method generates a wide range of chirally pure cyclic compounds from easily accessible starting materials and reagents.

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Deposited On:17 Mar 2017 10:44
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