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Chemistry. 2013 Oct 18;19(43):14411-5. doi: 10.1002/chem.201302194. Epub 2013 Oct 02.

Synthesis of alkylbismuths by regiodivergent carbobismuthination of simple alkenes.

Chemistry (Weinheim an der Bergstrasse, Germany)

Yoshihiro Nishimoto, Midori Takeuchi, Makoto Yasuda, Akio Baba

Affiliations

  1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1, Yamada-oka, Suita (Japan), Fax: (+81)?6-6879-7387.

PMID: 24123381 DOI: 10.1002/chem.201302194

Abstract

Switchable regioselectivity: This study represents the first carbobismuthination of alkenes achieved by the treatment of an alkene with a bismuth halide and a ketene silyl acetal. This reaction is particularly noteworthy in that a change in the type of halogen on a bismuth atom very easily switched the regioselectivity.

Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: alkenes; bismuth; carbobismuthination; ketene silyl acetal; synthetic methods

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