Study of metal and acid catalysed deprotection of propargyl ethers of alcohols via their allenyl ethers

被引:50
作者
Mereyala, HB [1 ]
Gurrala, SR [1 ]
Mohan, SK [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem 3, Hyderabad 500007, Andhra Pradesh, India
关键词
alcohols; isomerisation; enol ethers; OsO4;
D O I
10.1016/S0040-4020(99)00631-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method for the deprotection of prop-2-ynyl ethers 1b-9b is described. Isomerisation of 1b-9b to O-allenyl ethers 1d-9d and deprotection by reaction with Hg(OCOCF3)(2), aq.HCl, aq.CF3CO2H and best by use of a catalytic amount of OsO4 is described to obtain the alcohols 1a-9a in good yield. Application of this method for the deprotection of prop-2-enyl ethers 7c,8c,10c-13c via their corresponding prop-1-enyl ethers 7e,8e,10e-13e to obtain the corresponding alcohols 7a,8a,10a-13a is also described, (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:11331 / 11342
页数:12
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