Download PDF
Synlett 1998; 1998(10): 1053-1056
DOI: 10.1055/s-1998-1860
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.

Rational Design of a New Chiral Lewis Acid Catalyst for Enantioselective Diels-Alder Reaction: Optically Active 2-Dichloroboryl-1,1′-binaphthyl

Kazuaki Ishihara* , Kazato Inanaga, Shoichi Kondo, Miyuki Funahashi, Hisashi Yamamoto
  • *Research Center for Advanced Waste and Emission Management (ResCWE), Nagoya University, CREST, Japan Science and Technology Corporation (JST), Furo-cho, Chikusa, Nagoya 464-8603, Japan; Fax 81-52-789-3222
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

A novel chiral aryldichloroborane catalyst bearing binaphthyl skeletons with axial chirality was developed as an asymmetric catalyst for the Diels-Alder reaction of dienes and α,β-unsaturated esters, and could be reused as the corresponding boronic acid. In addition, a new convenient method for preparing arylboronic acids from aryl alcohols is described.

enantioselective Diels-Alder reaction - chiral Lewis acid catalyst - α,β-unsaturated ester - 2-dichloroboryl-1,1′-binaphthyl - chiral arylboronic acid