Dipolar cycloaddition of dicyclopentadiene with 3-oxidopyrylium betaine: An entry into methano-bridged 5-6-7-fused ring system

被引：2

作者：

Yadav, Arun A. ^{[1
]}

Sarang, Prajakta S. ^{[1
]}

Wannere, Chaitanya S. ^{[2
]}

Trivedi, Girish K. ^{[1
]}

Salunkhe, Manikarao M. ^{[3
]}

机构：

[1] Inst Sci, Dept Chem, Bombay 400032, Maharashtra, India

[2] Univ Georgia, Dept Chem, Athens, GA 30602 USA

[3] Shivaji Univ, Dept Chem, Kolhapur 410006, Maharashtra, India

来源：

SYNTHESIS-STUTTGART | 2008年 / 12期

关键词：

dicyclopentadiene; stereoselective; 3-oxidopyrylium betaine; chemoselective;

D O I：

10.1055/s-2008-1067100

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The [3+2] cycloaddition of 3-oxidopyrylium ylide, generated from an acetoxypyranone, proceeds with complete chemo and stereoselectivity. The approach of the dipole takes place exclusively from the exo-face of the bicycloheptane moiety providing a mixture of regioisomers in approximately 55:45 ratio. The derived cycloadduct is then transformed to a novel syn-anti-cis-condensed methano-bridged molecular entity.

引用

页码：1883 / 1888

页数：6

共 13 条

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