Asymmetric Au-catalyzed cycloisomerization of 1,6-enynes: An entry to bicyclo[4.1.0]heptene
摘要：
A comprehensive study on the asymmetric gold-catalyzed cycloisomerization reaction of heteroatom tethered 1,6-enynes is described. The cycloisomerization reactions were conducted in the presence of the chiral cationic Au(I) catalyst consisting of (iR/i)-4-MeO-3,5-(it/i-Bu)sub2/sub-MeOBIPHEP-(AuCl)sub2/sub complex and silver salts (AgOTf or AgNTfsub2/sub) in toluene under mild conditions to afford functionalized bicyclo[4.1.0]heptene derivatives. The reaction conditions were found to be highly substrate-dependent, the best results being obtained in the case of oxygen-tethered enynes. The formation of bicyclic derivatives, including cyclopropyl pentasubstituted ones, was reported in moderate to good yields and in enantiomeric excesses up to 99%.
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DOI：
10.3762/bjoc.7.116
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年份：
2011
Elsevier
掌桥科研
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dx.doi.org
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