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Highly practical amino acid and alkaloid synthesis using designer chiral phase transfer catalysts as high‐performance organocatalysts
Author(s) -
Maruoka Keiji
Publication year - 2010
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201000019
Subject(s) - catalysis , enantioselective synthesis , ammonium , combinatorial chemistry , alkyl , chemistry , phase (matter) , organocatalysis , organic chemistry , amino acid , biochemistry
A series of chiral quaternary ammonium salts derived from commercially available ( R )‐ or ( S )‐binaphthol have been designed as new C 2 ‐symmetric chiral phase transfer catalysts. In order to realize the flexible design of these phase transfer catalysts, the combinatorial design approach has been developed. These chiral high‐performance organocatalysts have been successfully applied to the highly practical asymmetric synthesis of various amino acid derivatives including α‐alkyl and α,α‐dialkyl‐α‐amino acids in addition to alkaloids. © 2010 The Japan Chemical Journal Forum and Wiley Periodicals, Inc. Chem Rec 10: 254–259; 2010: Published online in Wiley InterScience ( www.interscience.wiley.com ) DOI 10.1002/tcr.201000019