Efficient transformation of propargylic alcohols to α,β-unsaturated aldehydes catalyzed by ruthenium/water under neutral conditions

被引:72
作者
Suzuki, T
Tokunaga, M
Wakatsuki, Y [1 ]
机构
[1] RIKEN, Inst Phys & Chem Res, Wako, Saitama 3510198, Japan
[2] PRESTO, Japan Sci & Technol Corp, Kawaguchi, Saitama 3320012, Japan
关键词
hydration; propargylic alcohol; aldehyde; ruthenium catalyst;
D O I
10.1016/S0040-4039(02)01821-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha,beta-Unsaturated aldehydes were selectively obtained in high yields from propargylic alcohols in aqueous solutions Using RuCpCl(PR3)(2) (Cp = eta(5)-C5H5) as a catalyst. Of the tert-phosphine ligands examined, PMe3 gave the most satisfactory results. Typically, RuCpCl(PMe3)(2) (5 mol%) catalyzed the transformation of oct-1-yn-3-ol at 100degreesC to give 2-octenal in an isolated yield of 85% (E/Z-80/20). (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7531 / 7533
页数:3
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