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A Chiral β,δ‐Dioxo‐ϵ‐sulfinyl Ester in a Convergent Enantioselective Synthesis towards the C 1 –C 13 Polyol Fragment of Amphotericin B
Author(s) -
Solladié Guy,
Wilb Nicole,
Bauder Claude
Publication year - 1999
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/(sici)1099-0690(199911)1999:11<3021::aid-ejoc3021>3.0.co;2-r
Subject(s) - polyol , chemistry , enantioselective synthesis , stereoselectivity , convergent synthesis , stereochemistry , amphotericin b , fragment (logic) , sulfoxide , organic chemistry , catalysis , antifungal , microbiology and biotechnology , computer science , polyurethane , programming language , biology
This paper describes an efficient stereocontrolled and convergent approach towards the C 1 –C 13 polyol fragment of amphotericin B. The strategy is based on the stereoselective reduction of a chiral β,γ‐dioxo‐ϵ‐sulfinyl ester to obtain anti ‐ or syn ‐1,3‐diols.