Enantioconvergent and Regioselective Synthesis of Allenylsilanes by Nickel-Catalyzed C(sp2)-C(sp3) Cross-Coupling Starting from Racemic a-Silylated Propargylic Bromides

被引：21

作者：

Xu, Yan ^{[1
]}

Yi, Hong ^{[1
]}

Oestreich, Martin ^{[1
]}

机构：

[1] Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany

来源：

ORGANOMETALLICS | 2021年 / 40卷 / 14期

关键词：

TRISUBSTITUTED ALLENES; SUBSTITUTION; ELECTROPHILES; NUCLEOPHILES; PALLADIUM; HALIDES;

D O I：

10.1021/acs.organomet.1c00112

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A direct synthesis of enantioenriched allenylsilanes from racemic a-silylated propargylic bromides by an enantioconvergent nickel-catalyzed cross-coupling is reported. The high regioselectivity is governed by the bulky silyl group, and the C(sp(2))-C(sp(3)) bond formation occurs exclusively at the y-position of the propargyl electrophile. The level of enantioselection induced by a chiral Pybox ligand is moderate.

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收藏

页码：2194 / 2197

页数：4

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