A NEW STRATEGY TO BICYCLO[5.3.0]DECENES VIA ANIONIC INTRAMOLECULAR RING-OPENING OF OXABICYCLO[3.2.1] COMPOUNDS

被引：64

作者：

LAUTENS, M

KUMANOVIC, S

机构：

[1] Department of Chemistry, University of Toronto, Toronto, Ontario

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1995年 / 117卷 / 07期

关键词：

D O I：

10.1021/ja00112a008

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Intramolecular anionic ring opening of oxabicyclo[3.2.1] systems has been achieved and leads to an efficient route to bicyclo[5.3.0]decenes which are trans fused. Tethers containing heteroatoms (X = O, S, NMe) as well as all-carbon derivatives have been successfully cyclized under these conditions. It is not necessary to take any special precautions (high dilution, slow addition etc.) when carrying out the transmetalation-cyclization since intermolecular ring opening does not occur under these conditions.

引用

页码：1954 / 1964

页数：11

共 85 条

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