Enantioselective Synthesis of Protected Amines by the Catalytic Asymmetric Addition of Hydrazoic Acid to Ketenes | Zendy

Dai Xing | Zendy; Nakai Takashi | Zendy; Romero Jan A. C. | Zendy; Fu Gregory C. | Zendy

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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).

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