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Stereoselective Synthesis of α,α‐Chlorofluoro Carbonyl Compounds Leading to the Construction of Fluorinated Chiral Quaternary Carbon Centers
Author(s) -
Shibatomi Kazutaka,
Yamamoto Hisashi
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200801682
Subject(s) - nucleophile , quaternary carbon , azide , optically active , chemistry , molecule , stereoselectivity , carbon fibers , combinatorial chemistry , organic chemistry , enantioselective synthesis , catalysis , materials science , composite number , composite material
“F‐antastic” chiral molecules : Asymmetric syntheses of α,α‐chlorofluoro carbonyl compounds have been developed. Nucleophilic substitutions of an α,α‐chlorofluoroketone thus obtained with azide or thiol nucleophiles provide various optically active fluorinated compounds without loss of optical purity (see scheme).