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Enantioselective Synthesis of Protected Amines by the Catalytic Asymmetric Addition of Hydrazoic Acid to Ketenes
Author(s) -
Dai Xing,
Nakai Takashi,
Romero Jan A. C.,
Fu Gregory C.
Publication year - 2007
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.200700697
Subject(s) - hydrazoic acid , enantioselective synthesis , catalysis , chemistry , reactivity (psychology) , organic chemistry , computer science , combinatorial chemistry , medicine , alternative medicine , pathology
A‐mine of possibilities : An effective method for the conversion of achiral ketenes into enantioenriched protected amines was developed by tuning the structure and reactivity of a catalyst on the basis of a mechanistic hypothesis. The method involved the catalytic asymmetric addition of hydrazoic acid to ketenes, followed by a Curtius rearrangement (see scheme).