Synlett 1998; 1998(9): 987-988
DOI: 10.1055/s-1998-5739
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.

Asymmetric [2,3]Sigmatropic Rearrangement of Optically Active Allylic Selenides

Ken-ichi Fujita* , Mitsuhiro Kanakubo, Hirobumi Ushijima, Akihiro Oishi, Yoshikazu Ikeda, Yoichi Taguchi
  • *National Institute of Materials and Chemical Research, 1-1, Higashi, Tsukuba, Ibaraki 305-8565, Japan; Fax +81-298-54-4511; E-mail: kfujita@nimc.go.jp
Further Information

Publication History

Publication Date:
31 December 2000 (online)

Oxidation of an optically active allylic selenide derived from l-proline 1 with m-chloroperbenzoic acid afforded the corresponding chiral allylic alcohol 3 via asymmetric [2,3]sigmatropic rearrangement with fair enantioselectivity (up to 66% e.e.).