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A Synthetic Protocol of Trans-Substituted Cyclopentenes via the Ring-Opening Rearrangement of MCP Alkenyl Derivatives

Xiang-Ying Tang and Min Shi*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Email: mshimail.sioc.ac.cn

X.-Y. Tang, M. Shi, J. Org. Chem., 2010, 75, 902-905.

DOI: 10.1021/jo902512q (free Supporting Information)


Abstract

An efficient method allows a stereospecific synthesis of trans-substituted cyclopentene derivatives via the ring-opening rearrangement of readily available MCP alkenyl derivatives good yields. This transformation might proceed through a fast concerted pericyclic process rather than a simple radical pathway or an ionic pathway.

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Key Words

Cyclopentenes


ID: J42-Y2010-0290