Asymmetric Dehydrative Cyclization of ω-Hydroxy Allyl Alcohols Catalyzed by Ruthenium Complexes

被引：112

作者：

Tanaka, Shinji ^{[1
,2
]}

Seki, Tomoaki ^{[1
,2
]}

Kitamura, Masato ^{[1
,2
]}

机构：

[1] Nagoya Univ, Res Ctr Mat Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan

[2] Nagoya Univ, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 47期

关键词：

asymmetric catalysis; chiral cyclic ethers; cyclization; homogeneous catalysis; ruthenium; WACKER-TYPE CYCLIZATION; ENANTIOSELECTIVE ADDITION; POLYCYCLIC ETHERS; MOLECULAR-OXYGEN; HYDROALKOXYLATION; ETHERIFICATION; HETEROCYCLES; PHENOLS; ALKYNES;

D O I：

10.1002/anie.200904671

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New axially chiral ligands and their allyl esters have been designed and synthesized. The combination of these ligands with [CpRu(CH3CN)3]PF6 has realized highly efficient intramolecular dehydrative cylization of w-hydroxy allyl alcohols, to give a-alkenyl-substituted cyclic ethers with up to greater than 99:1 enantiomeric ratio without activation of the allylic moieties (see scheme; Cp=cyclopentadienyl, naph=naphthyl py=pyridine). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8948 / 8951

页数：4

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