Reactivity of (Z)-4-arylidene-5(4H)-oxazolones:: [4+2] cycloaddition versus [4+3] cycloaddition/nucleophilic trapping

被引：25

作者：

Avenoza, A ^{[1
]}

Busto, JH

Cativiela, C

Peregrina, JM

机构：

[1] Univ La Rioja, Dept Quim, Grp Sintesis Quim La Rioja, UA CSIC, Logrono 26006, Spain

[2] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Dept Quim Organ, Zaragoza 50009, Spain

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 23期

关键词：

oxazolones; Diels-Alder reactions; cycloadditions; polycyclic heterocyclic compounds; X-ray crystal structures;

D O I：

10.1016/S0040-4039(02)00744-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of different aluminum derivatives in the reaction between cyclopentadiene and (Z)-2-phenyl-4-arylidene-5(4H)-oxazolones, and in particular the use of different equivalents of the reagent, allows the modulation of the synthesis of the norbornane skeleton by a [4+2] cycloaddition or the more interesting bicyclo[3.2.1]octane framework by a [4+3] cycloaddition followed by nucleophilic trapping of the ionic dipole cycloadduct with cyclopentadiene. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：4167 / 4170

页数：4

共 31 条

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