Thermal intramolecular cycloaddition of 4-alkenylfulvene; highly regio- and diastereoselective formation of [4+2] adduct

被引：6

作者：

Kitano, H ^{[1
]}

Fujita, S ^{[1
]}

Takehara, Y ^{[1
]}

Hattori, M ^{[1
]}

Morita, T ^{[1
]}

Matsumoto, K ^{[1
]}

Hatanaka, M ^{[1
]}

机构：

[1] Fukui Univ, Fac Engn, Dept Appl Chem & Biotechnol, Fukui 9108507, Japan

来源：

TETRAHEDRON | 2003年 / 59卷 / 15期

关键词：

fulvene; intramolecular cycloaddition; allylidenetriphenyl-phosphorane; 1,4-ynedione;

D O I：

10.1016/S0040-4020(03)00297-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Alkenylfulvenes were prepared by the annulation of 1,4-ynediones and allylidenetriphenylphosphorane and subjected to a thermal reaction. Highly regio- and stereoselective [4+2] cycloaddition is accomplished with 4-((R)-3-benzyloxypent-4-en-1-yl)fulvene and the resulting adduct is transformed into bicyclo[3.3.0]octene derivative. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：2673 / 2677

页数：5

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