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
收藏
页码：8948 / 8951
页数：4
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