Metalation of arylmethyl alkyl ethers

被引：11

作者：

Azzena, U ^{[1
]}

Pilo, L ^{[1
]}

Sechi, A ^{[1
]}

机构：

[1] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy

来源：

TETRAHEDRON | 1998年 / 54卷 / 40期

关键词：

lithium and compounds; metalation; elimination reactions; rearrangements;

D O I：

10.1016/S0040-4020(98)00758-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Arylmethyl alkyl ethers 1a-11 were metallated with n-BuLi or sec-BuLi in THF at different temperatures, affording alpha-alkoxy-substituted arylmethyllithium derivatives. At low temperature, the organometallics derived from methyl and isopropyl ethers are sufficiently stable to react with added electrophiles affording the expected products 4aa-4jb. On the contrary, under similar conditions, lithium derivatives of primary alkyl benzyl ethers rapidly decay to benzyl alcohol 3. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：12389 / 12398

页数：10

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