DIVERGENT MECHANISMS FOR THE DEALKOXYCARBONYLATION OF A 2-(3-AZETIDINYL)MALONATE BY CHLORIDE AND CYANIDE

被引：7

作者：

GILLIGAN, PJ

KRENITSKY, PJ

机构：

[1] The DuPont Merck Pharmaceutical Co., Wilmington, DE 19880-0353 IL

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 21期

关键词：

D O I：

10.1016/S0040-4039(00)73205-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of dimethyl 2-(1-benzylazetidin-3-yl)propane-1,3-dioate with NaCN in wet DMSO at high temperature afforded methyl 2(1-benzylazetidin-3-yl)acetate, whereas similar treatment with NaCl gave methyl 3-benzylazabicyclo-[3.1.0]hexan-2-onecarboxylate. These results provide additional evidence that chloride- and cyanide-mediated cleavages of esters may proceed by different mechanisms.

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页码：3441 / 3444

页数：4

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