Synthesis of phosphoramides for the Lewis base-catalyzed allylation and aldol addition reactions

被引：97

作者：

Denmark, SE ^{[1
]}

Su, YP ^{[1
]}

Nishigaichi, Y ^{[1
]}

Coe, DM ^{[1
]}

Wong, KT ^{[1
]}

Winter, SBD ^{[1
]}

Choi, JY ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 06期

关键词：

D O I：

10.1021/jo9820723

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Both chiral and achiral phosphoramides of diverse structure were prepared from diamines by the coupling to phosphorus(V) or phosphorus(III) reagents. Several enantiopure 1,2-diphenyl-1,2-ethanediamine analogues have been prepared by the reductive coupling of the corresponding N-silylimine with NbCl4(THF)(2) and subsequent resolution by the formation of diastereomeric menthyl carbamates. (S,S)-N,N'-Di-(1-naphthyl)-1,2-diphenyl-1,2-ethanediamine 15 was prepared by the arylation of (S,S)-1,2-diphenyl-1,2-ethanediamine with naphthyl iodide.

引用

页码：1958 / 1967

页数：10

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