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

被引：55
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.
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页码：7857 / 7861
页数：5
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