Pd-Catalyzed Selective Remote Ring Opening of Polysubstituted Cyclopropanols

被引：22

作者：

Singh, Sukhdev ^{[1
]}

Simaan, Marwan ^{[1
]}

Marek, Ilan ^{[1
]}

机构：

[1] Technion Israel Inst Technol, Schulich Fac Chem, Mallat Family Lab Organ Chem, IL-3200009 Haifa, Israel

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2018年 / 24卷 / 34期

基金：

以色列科学基金会; 欧洲研究理事会;

关键词：

cyclopropanol; metal walk; quaternary stereocenters; remote functionalization; stereochemistry; QUATERNARY STEREOGENIC CENTERS; INTERNAL OLEFINS; CHAIN-WALKING; C-C; ENANTIOSELECTIVE CONSTRUCTION; ALKYLMAGNESIUM HALIDES; ETHYLMAGNESIUM BROMIDE; ALLYLIC ALKYLATION; CARBOXYLIC-ACIDS; ACYCLIC SYSTEMS;

D O I：

10.1002/chem.201802016

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The distant functionalization of omega-ene cyclopropanols is induced by a Pd-catalyzed Heck reaction triggering a "metal-walk" and selective ring-opening of the three-membered ring. This approach provides a new class of acyclic aldehydes possessing concomitantly a stereodefined double bond and a quaternary carbon stereocenter alpha to the carbonyl group.

引用

页码：8553 / 8557

页数：5

共 105 条

[1]

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[2]

[Anonymous], 2015, ANGEW CHEM, V127, P10134

[3]

[Anonymous], 2021, ANGEW CHEM, V133, P14601

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