Palladium-catalyzed enantioselective cyclization of silyloxy-1,6-enynes

被引:121
作者
Corkey, Britton K. [1 ]
Toste, F. Dean [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词
D O I
10.1021/ja068723r
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective intramolecular addition of silyl enol ethers and silyl ketene aminals onto alkyne is described. The reaction employs DTBMSegphos-Pd(II) or Binaphane-Pd(II) complexes as catalysts for the formation of methylene cyclopentane adducts from 1,6-enyne precursors. The utility of this reaction is illustrated by its application to the total synthesis of the cytotoxic cyclolaurane-type sesquiterpene, (-)-laurebiphenyl.
引用
收藏
页码:2764 / +
页数:3
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