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Difluoro(sulfinato)methylation of N‐Sulfinyl Imines Facilitated by 2‐Pyridyl Sulfone: Stereoselective Synthesis of Difluorinated β‐Amino Sulfonic Acids and Peptidosulfonamides
Author(s) -
Prakash G. K. Surya,
Ni Chuanfa,
Wang Fang,
Zhang Zhe,
Haiges Ralf,
Olah George A.
Publication year - 2013
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.201304395
Subject(s) - enantiopure drug , sulfone , sulfonic acid , chemistry , stereoselectivity , combinatorial chemistry , amino acid , broad spectrum , computer science , organic chemistry , biochemistry , enantioselective synthesis , catalysis
Making chains : An efficient method has been developed for the synthesis of previously unknown enantiopure difluorinated β‐amino sulfinic and sulfonic acids from ( R )‐ N ‐ tert ‐butanesulfinyl imines ( 1 ) and difluoromethyl 2‐pyridyl sulfone ( 2 ). The present protocol is expected to be suitable for constructing difluorinated peptidosulfonamides of biological interest.