Control of regio- and stereoselectivity in electrophilic addition reactions of allenes-Reference-Cited by-同舟云学术

Control of regio- and stereoselectivity in electrophilic addition reactions of allenes

Published:2007-01-01 Issue:2 Volume:79 Page:261-267
ISSN:1365-3075
Container-title:Pure and Applied Chemistry
language:
Short-container-title:

Author:

Ma Shengming¹

Affiliation:

1. 1Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027 and State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. China

Abstract

The halohydroxylation reaction of 1,2-allenyl sulfoxides exhibits E-selectivity while those of analogous sulfides and selenides show Z-selectivity. Rationales for the stereoselectivities are proposed. The reaction of 2,3-allenols with X+ affords 3-halo-2,5-dihydrofurans or 3-halo-3-enals depending on the nature of the alcohols.

Publisher

Walter de Gruyter GmbH

Subject

General Chemical Engineering,General Chemistry

Link

https://www.degruyter.com/document/doi/10.1351/pac200779020261/pdf

Reference17 articles.

1. Chemistry Weinheim;Hashmi;Modern,2004

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