[3+2]-cycloaddition reactions of 2-phenyliodonio-1,3-dioxacyclohexanemethylide: Facile synthesis of fused dihydrofuran derivatives

被引：44

作者：

Asouti, A ^{[1
]}

Hadjiarapoglou, LP ^{[1
]}

机构：

[1] Univ Ioannina, Dept Chem, Sect Organ Chem, GR-45110 Ioannina, Greece

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 49期

关键词：

iodonium ylide; 3+2]-cycloaddition; dihydrofuran;

D O I：

10.1016/S0040-4039(98)01997-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodonium ylide 2, derived from 1,3-cyclohexadione, undergoes thermal [3+2]-cycloaddition with acetonirile, carbon disulfide and p, P'- dimethoxythiobenzophenone with Cu(acac)(2) catalysis to form the corresponding 5-membered heterocycles and alkene respectively. Photochemically 2 reacts with various alkenes and dienes to form dihydrofuran derivatives, key intermediates for paniculide A, B and pentalene synthesis. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：9073 / 9076

页数：4

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