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Issue 45, 2009
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Asymmetric Au(I)-catalyzed synthesis of bicyclo[4.1.0]heptene derivatives via a cycloisomerization process of 1,6-enynes

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Abstract

The enantioselective asymmetric gold-catalyzed cycloisomerization reactions of heteroatom tethered 1,6-enynes are conducted in the presence of a chiral cationic Au(I) catalyst ((R)-4-MeO-3,5-(t-Bu)2-MeOBIPHEP-(AuCl)2/AgOTf system) in toluene under mild conditions and lead to functionalized bicyclo[4.1.0]heptene derivatives in excellent enantiomeric excesses ranging from 90–98%.

Graphical abstract: Asymmetric Au(i)-catalyzed synthesis of bicyclo[4.1.0]heptene derivatives via a cycloisomerization process of 1,6-enynes

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Publication details

The article was received on 07 Jul 2009, accepted on 29 Sep 2009 and first published on 14 Oct 2009


Article type: Communication
DOI: 10.1039/B913554E
Citation: Chem. Commun., 2009,0, 6988-6990

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    Asymmetric Au(I)-catalyzed synthesis of bicyclo[4.1.0]heptene derivatives via a cycloisomerization process of 1,6-enynes

    C. Chao, D. Beltrami, P. Y. Toullec and V. Michelet, Chem. Commun., 2009, 0, 6988
    DOI: 10.1039/B913554E

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