SYNTHESIS AND REACTIVITY OF OXAZOLOPIPERIDINES AND OXAZOLOPIPERIDONES

被引：4

作者：

ALAZARD, JP

TERRIER, C

MARY, A

THAL, C

机构：

[1] Institut de Chimie des Substances Naturelles, CNRS

来源：

TETRAHEDRON | 1994年 / 50卷 / 21期

关键词：

D O I：

10.1016/S0040-4020(01)80648-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of the oxazolopiperidones 8, 10 (or the oxazolopiperidine 12) with the mixture TMSOTf-TMSCN (or TBDMSOTf-TMSCN) in the presence of ZnBr2, did not lead by irreversible ring opening to the corresponding alpha-cyanoamides (or alpha-cyanoamine) as expected. In contrast, reversible ring opening takes place leading to the thermodynamical products. In the case of 17, the participation of the amide group in various experimental conditions leads to new heterocycles like the imine 18 and the aminoether 22.

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页码：6287 / 6298

页数：12

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