In-situ generation of Et3SiBr from BiBr3 and Et3SiH and its use in preparation of dialkyl ethers

被引：32

作者：

Bajwa, JS ^{[1
]}

Jiang, XL ^{[1
]}

Slade, J ^{[1
]}

Prasad, K ^{[1
]}

Repic, O ^{[1
]}

Blacklock, TJ ^{[1
]}

机构：

[1] Novartis Inst Biomed Res, E Hanover, NJ 07936 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 38期

关键词：

bismuth bromide; triethylsilane; triethylsilyl bromide; silyl ethers; reductive etherification;

D O I：

10.1016/S0040-4039(02)01532-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reported BiBr3-Et3SiH catalyzed reductive etherifications of silyl ethers with carbonyl compounds are shown to be catalyzed by the in situ formed Et3SiBr and verified by an independent use of the commercial reagent. As Et3SiBr is moisture sensitive and is not readily available, this in situ generation is still recommended as the method of choice. Utilizing this method, several alcohols were transformed under very mild conditions into dialkyl ethers via their silyl intermediates, such as TES, TBDMS, and TIPS. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：6709 / 6713

页数：5

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