N-AMINOAZIRIDINYLHYDRAZONES - HIGHLY DIASTEREOSELECTIVE ALKYLATION WITHOUT CHELATION, AND A SYN-DIRECTING EFFECT

被引：2

作者：

AUGERI, DJ ^{[1
]}

CHAMBERLIN, AR ^{[1
]}

机构：

[1] UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)77256-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alkylation of C-2-symmetric N-aminoaziridinylhydrazone anions shows excellent diastereoselectivity despite the absence of chelating groups in the chiral auxiliary. In contrast to other dialkylhydrazones, aziridinylhydrazones exhibit a syn-directing effect analogous to that observed for arenesulfonylhydrazones.

引用

页码：5599 / 5602

页数：4

共 24 条

[1]

AUGERI DJ, 1992, THESIS U CALIFORNIA

[2]

BERGBREITER DE, 1979, TETRAHEDRON LETT, V43, P4145

[3] RAPID AND UNEQUIVOCAL DETERMINATION OF SYN-ANTI STEREOCHEMISTRY FOR TOLUENESULFONYLHYDRAZONES AND OTHER IMINE DERIVATIVES VIA C-13 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY - SYNTHETIC ADJUNCT [J].