Practical Asymmetric Synthesis of Vicinal Diamines through the Catalytic Highly Enantioselective Alkylation of Glycine Amide Derivatives | Zendy

Ooi Takashi | Zendy; Sakai Daiki | Zendy; Takeuchi Mifune | Zendy; Tayama Eiji | Zendy; Maruoka Keiji | Zendy

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Practical Asymmetric Synthesis of Vicinal Diamines through the Catalytic Highly Enantioselective Alkylation of Glycine Amide Derivatives

Author(s) -

Ooi Takashi,

Sakai Daiki,

Takeuchi Mifune,

Tayama Eiji,

Maruoka Keiji

Publication year - 2003

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.200352658

Subject(s) - enantioselective synthesis , vicinal , alkylation , chemistry , amide , glycine , catalysis , bromide , combinatorial chemistry , side chain , stereochemistry , organic chemistry , amino acid , biochemistry , polymer

Phase‐transfer catalysis (PTC) by a designer chiral quaternary ammonium bromide facilitated the direct, highly enantioselective introduction of a wide variety of substituents including cycloalkyl side chains at the α position of the prochiral glycine amide derivative 1 . A general, practical procedure for the asymmetric synthesis of structurally diverse monosubstituted vicinal diamines of type 2 is presented. Dpm=diphenylmethyl.

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