Stereoselective Construction of Tertiary Homoallyl Alcohols and Ethers by Nucleophilic Substitution at Quaternary Carbon Stereocenters

被引：19

作者：

Chen, Xu ^{[1
]}

Patel, Kaushalendra ^{[1
]}

Marek, Ilan ^{[1
]}

机构：

[1] Technion Israel Inst Technol, Schulich Fac Chem, IL-3200009 Haifa, Israel

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 03期

基金：

以色列科学基金会;

关键词：

Allylic Compounds; Cyclopropanes; Nucleophilic Substitution; Stereoinvertion; Synthetic Methods; C-O BOND; CATALYTIC ENANTIOSELECTIVE ALLYLATION; OLIGOMERIC (SALEN)CO CATALYST; ALKYL-ARYL; ALLYLIC SUBSTITUTION; ASYMMETRIC-SYNTHESIS; REGIOSELECTIVE FORMATION; CATIONIC-POLYMERIZATION; ORGANIC-REACTIONS; AQUEOUS-MEDIA;

D O I：

10.1002/anie.202212425

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient method for the stereoselective construction of tertiary C-O bonds via a stereoinvertive nucleophilic substitution at the quaternary carbon stereocenter of cyclopropyl carbinol derivatives using water, alcohols and phenols as nucleophiles has been developed. This substitution reaction proceeds under mild conditions and tolerates several functional groups, providing a new access to the stereoselective formation of highly congested tertiary homoallyl alcohols and ethers.

引用

页数：7

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