The cyclotrimerisation of (+)-camphor

被引：21

作者：

Fabris, F ^{[1
]}

De Martin, A ^{[1
]}

De Lucchi, O ^{[1
]}

机构：

[1] Univ Venice, Dipartimento Chim, I-30123 Venice, Italy

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 51期

关键词：

asymmetry; terpenes; tin compounds; copper compounds; cyclotrimerisation;

D O I：

10.1016/S0040-4039(99)01889-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Naturally occurring (+)-camphor was converted into 2-bromobornene and metallated at the 3-position by lithium and trimethyltin. The latter tin derivative, treated with Cu(NO3)(2). 3H(2)O in THF affords the syn and anti cyclotrimers plus a number of byproducts. The rather unexpected formation of the anti stereoisomer plus the structure of several byproducts confirm a mechanistic proposal based on a Sn-Sn coupling process. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：9121 / 9124

页数：4

共 19 条

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