SYNTHESIS OF CIS-DELTA-PHENYLMETHYL-D-PROLINE USING A NITROGEN-CENTERED RADICAL DERIVED FROM A CHIRAL OXAZIRIDINE

被引：12

作者：

AUBE, J

GULGEZE, B

PENG, X

机构：

[1] Department of Medicinal Chemistry University of Kansas, Lawrence

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1994年 / 4卷 / 20期

关键词：

D O I：

10.1016/S0960-894X(01)80410-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Oxaziridines react with Cu(I) salts to afford products resulting from the initial formation of a nitrogen-centered radical/oxygen-centered anion pair. For an alpha-aryl radical, a chiral pyrrolidine was obtained with high enantioselectivity and was transformed into cis-delta-phenylmethyl-D-proline. 3-Carbomethoxy- or 3-(2'-furyl)-substitution gave products resulting from beta-cleavage or C-->N migration, respectively.

引用

页码：2461 / 2464

页数：4

共 25 条

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