Transition-Metal-Free Synthesis of Enantioenriched Tertiary and Quaternary a-Chiral Allylsilanes

被引：1
作者：
Perez Sevillano, Ruben [1 ]
Ferreira, Franck [1 ]
Jackowski, Olivier [1 ]
机构：
[1] Sorbonne Univ, CNRS, Inst Parisien Chim Mol IPCM, 4 Pl Jussieu, F-75005 Paris, France
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2023年 / 29卷 / 59期
关键词：
allylsilanes; allylic substitution; enantioselectivity; Grignard reagents; N-heterocyclic carbenes; ASYMMETRIC ALLYLIC ALKYLATION; CARBON STEREOGENIC CENTERS; ENANTIOSELECTIVE SYNTHESIS; ALLENE HYDROSILYLATION; ANTI STEREOCHEMISTRY; GRIGNARD-REAGENTS; ORGANIC-SYNTHESIS; PALLADIUM; SUBSTITUTION; SILABORATION;
D O I：
10.1002/chem.202302227
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Access to enantioenriched tertiary and quaternary a-chiral allysilanes without any transition-metal catalyst is reported. This was achieved by enantioselective allylic displacement of ?-silylated allylic bromides through Lewis base activation of Grignard reagents by a bidentate chiral NHC ligand. The process afforded both high ?-regio- and enantioselectivity and is compatible with a wide range of silyl groups on the substrates.
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页数：6
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