Copper-Catalyzed Oxy-Alkenylation of Homoallylic Alcohols to Generate Functional syn-1,3-Diol Derivatives

被引：56

作者：

Holt, Dean ^{[1
]}

Gaunt, Matthew J. ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 27期

基金：

英国工程与自然科学研究理事会;

关键词：

copper; diols; homogeneous catalysis; hypervalent compounds; synthetic methods; C-H FUNCTIONALIZATION; ENANTIOSELECTIVE ALPHA-ARYLATION; PROTECTED SYN 1,3-DIOLS; IODINE MONOBROMIDE IBR; STEREOSELECTIVE-SYNTHESIS; INTRAMOLECULAR CARBOAMINATION; DIARYLIODONIUM SALTS; ELECTROPHILIC CARBOFUNCTIONALIZATION; ALKENE CARBOETHERIFICATION; POLYKETIDE CONSTRUCTION;

D O I：

10.1002/anie.201501995

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel method for the synthesis of a wide range of functionalized 1,3-diol derivatives is reported. Employing a copper-catalyzed oxy-alkenylation strategy, a range of readily available, substituted homoallylic alcohol derivatives and alkenyl(aryl) iodonium salts combine to form syn-1,3-carbonates in excellent yield and with high selectivity. Furthermore, the products formed are amenable to an iterative reaction sequence, thus affording highly complex polyketide-like fragments.

引用

页码：7857 / 7861

页数：5

共 90 条

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Albert B. J., 2010, ANGEW CHEM, V122, P2807

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