Transition-Metal-Free Borylation of Allylic and Propargylic Alcohols

被引：70

作者：

Miralles, Nuria ^{[1
]}

Alam, Rauful ^{[2
]}

Szabo, Kalman J. ^{[2
]}

Fernandez, Elena ^{[1
]}

机构：

[1] Univ Rovira & Virgili, Dept Quim Fis & Inorgan, C Marcelli Domingo S-N, E-43007 Tarragona, Spain

[2] Stockholm Univ, Dept Organ Chem, Stockholm, Sweden

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 13期

关键词：

allyl boronates; allylic alcohols; allylic borylation; metal-free; polyboronates; CARBONYL-COMPOUNDS; DIBORON COMPOUNDS; PINCER COMPLEXES; EFFICIENT ROUTE; BOND FORMATION; BORON; ALLYLATION; SUBSTITUTION; DIBORATION; ACTIVATION;

D O I：

10.1002/anie.201511255

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The base-catalyzed allylic borylation of tertiary allylic alcohols allows the synthesis of 1,1-disubstituted allyl boronates, in moderate to high yield. The unexpected tandem performance of the Lewis acid-base adduct, [Hbase](+)[MeO-B(2)pin(2)](-) favored the formation of 1,2,3-triborylated species from the tertiary allylic alcohols and 1-propargylic cyclohexanol at 90 degrees C.

引用

页码：4303 / 4307

页数：5

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