Enantio-, Regio- and Chemoselective Copper-Catalyzed 1,2-Hydroborylation of Acylsilanes

被引：13

作者：

Nagy, Audric ^{[1
]}

Collard, Laurent ^{[1
]}

Indukuri, Kiran ^{[1
]}

Leyssens, Tom ^{[1
]}

Riant, Olivier ^{[1
]}

机构：

[1] Catholic Univ Louvain, Mol Chem Mat & Catalysis IMCN MOST, Inst Condensed Matter & Nanosci, Pl Louis Pasteur 1,Bte L4-01-02, B-1348 Louvain La Neuve, Belgium

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2019年 / 25卷 / 37期

关键词：

acylsilane; asymmetric synthesis; copper; hydroborylation; hydroxysilanes; ACYL SILANES; ENANTIOSELECTIVE REDUCTION; BROOK REARRANGEMENT; BOND FORMATION; SILICON; ALCOHOLS; KETONES; HYDROGENATION; CONSTRUCTION; PROTONATION;

D O I：

10.1002/chem.201901785

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantioselective synthesis of synthetically significant (alpha-hydroxyallyl)silanes, (alpha-hydroxyaryl)silanes, and (alpha-hydroxyalkyl)silanes is reported. The present copper-catalyzed 1,2-selective hydroborylation of acylsilanes affords the aforementioned products in high yields and with high enantiomeric excesses. This robust and scalable additive-free catalytic system relies on the use of low copper(II) acetate and diphosphine ligand loadings at room temperature in the presence of a commercially available and bench-stable hydride source.

引用

页码：8705 / 8708

页数：4

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