Stereoselective Syntheses of Trisubstituted Olefins via Platinum Catalysis: α-Silylenones with Geometrical Complementarity

被引：66

作者：

Rooke, Douglas A. ^{[1
]}

Ferreira, Eric M. ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 34期

关键词：

CROSS-COUPLING REACTIONS; REDOX ISOMERIZATION; GOLD; SILICON; ALKYNES; HYDROSILYLATION; MECHANISM; EFFICIENT; ALCOHOLS; ALLENES;

D O I：

10.1021/ja1058197

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The stereoselective syntheses of alpha-silylenones using catalytic PtCl2 are reported. Via alkyne activation, alpha-hydroxypropargylsilanes are converted to (Z)-silylenones through a highly selective silicon migration. The complementary (E)-silylenones are accessed by a regioselective hydrosilylation of the ynone precursor. The synthetic utility of these compounds is demonstrated in cross-coupling reactions, highlighting the potential of these protocols for the syntheses of geometrically defined trisubstituted olefins.

引用

页码：11926 / 11928

页数：3

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