Sequential Pd-catalyzed asymmetric allene diboration/α-aminoallylation

被引:120
作者
Sieber, JD [1 ]
Morken, JP [1 ]
机构
[1] Univ N Carolina, Dept Chem, Venable & Kenan Labs, Chapel Hill, NC 27599 USA
关键词
D O I
10.1021/ja057020r
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pd-catalyzed enantioselective diboration of prochiral allenes provides adducts which participate in highly selective allylation reactions with primary imines. The allylation product is a vinyl boronate which may be oxidized to give nonracemic Mannich products (87-97% ee). Alternatively, enantiomerically enriched homoallylic amine derivatives may be obtained by protonation and Suzuki cross-coupling of the vinyl boronate. Copyright © 2006 American Chemical Society.
引用
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页码:74 / 75
页数:2
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