Palladium-catalyzed enantioselective diboration of prochiral allenes

被引:184
作者
Pelz, NF
Woodward, AR
Burks, HE
Sieber, JD
Morken, JP [1 ]
机构
[1] Univ N Carolina, Dept Chem, Venable Lab, Chapel Hill, NC 27599 USA
[2] Univ N Carolina, Dept Chem, Kenan Lab, Chapel Hill, NC 27599 USA
关键词
D O I
10.1021/ja044167u
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pd-catalyzed diboration of prochiral allenes occurs exclusively at the internal position and is remarkably accelerated in the presence of Lewis basic ligand structures. On the basis of preliminary observations, a chiral ligand was employed, and the enantiomeric excess of a variety of diboration products was found to be in the range of 86-92% ee. The chiral diboron reaction products should be useful in organic synthesis, and preliminary experiments suggest that they may participate in allylation reactions with a high level of chirality transfer. Copyright © 2004 American Chemical Society.
引用
收藏
页码:16328 / 16329
页数:2
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