X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES .37. GENERATION OF NITRONES FROM OXIMES - TANDEM INTRAMOLECULAR 1,3-AZAPROTIO CYCLOTRANSFER INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION REACTIONS - CLASS-4 PROCESSES

被引：69

作者：

GRIGG, R

MARKANDU, J

SURENDRAKUMAR, S

THORNTONPETT, M

WARNOCK, WJ

机构：

[1] School of Chemistry, University of Leeds, Leeds

来源：

TETRAHEDRON | 1992年 / 48卷 / 47期

关键词：

NITRONES; CYCLOADDITION; INTRAMOLECULAR; OXIMES;

D O I：

10.1016/S0040-4020(01)88344-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aldoximes and ketoximes containing two alkenyl moieties in different side chains undergo thermal conversion to 5- and 6 - membered cyclic nitrones, via concerted 1,3 - azaprotio cyclotransfer, followed by stereospecific intramolecular cycloaddition to give tricyclic spiro- and fused- ring systems. An X-ray crystal structure of one such product is reported.

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页码：10399 / 10422

页数：24

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