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A General and Diastereoselective Route to Five‐Membered Carbocycles and Heterocycles from Acyclic Vinyl Sulfone‐Modified Carbohydrates
Author(s) -
Atta Ananta Kumar,
Pathak Tanmaya
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900957
Subject(s) - chemistry , nucleophile , reagent , sulfur , sulfone , organic chemistry , carbon fibers , nitrogen , combinatorial chemistry , catalysis , materials science , composite number , composite material
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.