Acetylenic allenophanes:: An asymmetric synthesis of a bis(alleno)-bis(butadiynyl)-meta-cyclophane

被引:39
作者
Clay, MD [1 ]
Fallis, AG [1 ]
机构
[1] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
关键词
alkynes; allenes; asymmetric epoxidation; cyclophanes; diynes;
D O I
10.1002/anie.200500484
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) A cyclophane with allene and acetylene bridges has been prepared as a single enantiomer. This acetylenic allenophane (see structure) was synthesized by a series of palladium- and copper-mediated coupling reactions. The allene bridge was derived from the ring opening of a chiral epoxy alkyne, which was prepared by a Sharpless asymmetric epoxidation of an allylic alcohol. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
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页码:4039 / 4042
页数:4
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