Copper-Catalyzed Si-B Bond Activation in the Nucleophilic Substitution of Primary Aliphatic Triflates

被引:37
|
作者
Scharfbier, Jonas [1 ]
Oestreich, Martin [1 ]
机构
[1] Tech Univ Berlin, Inst Chem, Str 17 Juni 115, D-10623 Berlin, Germany
关键词
chemoselectivity; copper; nucleophilic substitution; silicon; transmetalation; COPPER(I)-CATALYZED ALLYLIC SUBSTITUTION; ASYMMETRIC SILYL TRANSFER; CONJUGATE ADDITION; ALKYL-HALIDES; SILICON; ALPHA; SILANES; SILYLBORANES; TEMPERATURE; COMPLEXES;
D O I
10.1055/s-0035-1561407
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A method for the nucleophilic displacement of the triflate leaving group attached to terminally functionalized alkyl groups with nucleophilic silicon is reported. Copper catalysis is used to release the silicon nucleophile from Suginome's Si-B reagent. The functional group tolerance is excellent, and halide leaving groups do also work with the same protocol.
引用
收藏
页码:1274 / 1276
页数:3
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