Synlett 2001; 2001(7): 1179-1181
DOI: 10.1055/s-2001-15168
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of Optically Active α-Arylglycines: Stereoselective Mannich-Type Reaction with a New Chiral Template

Shigemitsu Tohma* , Atsushi Endo, Toshiyuki Kan, Tohru Fukuyama
  • *Graduate School of Pharmaceutical Sciences, The University of Tokyo, CREST, The Japan Science and Technology Corporation (JST), 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan; Fax + 81-3-58 02-86 94; E-mail: fukuyama@mol.f.u-tokyo.ac.jp
Further Information

Publication History

Publication Date:
31 December 2001 (online)

Mannich-type reaction of phenols with iminolactone 4, readily prepared from commercially available phenylglycine, proceeded with high stereoselectivity to give α-arylglycine derivatives. The reaction was also applicable to other electron-rich aromatic compounds and aryl boronic acids. These adducts could be readily converted to the corresponding optically active α-arylglycines.