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Issue 21, 2007
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Rh-catalyzed highly enantioselective formation of functionalized cyclopentanes and cyclopentanones

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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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Publication details

The article was received on 13 Aug 2007, accepted on 17 Sep 2007 and first published on 27 Sep 2007


Article type: Paper
DOI: 10.1039/B712396E
Citation: Org. Biomol. Chem., 2007,5, 3531-3534
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    Rh-catalyzed highly enantioselective formation of functionalized cyclopentanes and cyclopentanones

    F. Liu, Q. Liu, M. He, X. Zhang and A. Lei, Org. Biomol. Chem., 2007, 5, 3531
    DOI: 10.1039/B712396E

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