European Journal of Organic Chemistry, volume 2010, issue 5, pages 872-881

A General and Diastereoselective Route to Five-Membered Carbocycles and Heterocycles from Acyclic Vinyl Sulfone-Modified Carbohydrates

Ananta Kumar Atta 1, 2, 3
Tanmaya Pathak 1, 2, 3
Publication typeJournal Article
Publication date2010-02-01
scimago Q2
wos Q2
SJR0.584
CiteScore5.4
Impact factor2.5
ISSN1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
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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