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Rh-catalyzed highly enantioselective formation of functionalized cyclopentanes and cyclopentanones?

Organic & Biomolecular Chemistry Pub Date: 2007-09-27 DOI: 10.1039/B712396E

Abstract

A catalyst system, [Rh(COD)Cl]₂–BINAP–AgSbF₆, has been developed as a second-generation catalyst for the cycloisomerization of 1,6-enynes tethered by carbon chains. Cyclopentanes and cyclopentanones, which can contain functional groups, such as the 1,4-dienes, vinyl ether, aldehyde etc., were obtained from readily available starting materials in high yields and selectivities. Both regioselectivities and enantioselectivities are excellent: only 1,4-dienes were observed and in over 99% ee.

Graphical abstract: Rh-catalyzed highly enantioselective formation of functionalized cyclopentanes and cyclopentanones

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Organic & Biomolecular Chemistry

Journal Name：Organic & Biomolecular Chemistry

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