REACTIONS OF CHIRAL PHOSPHORUS-ACID DIAMIDES

被引:22
作者
BLAZIS, V
DELACRUZ, A
KOELLER, K
机构
[1] Department of Chemistry, University of Missouri-St. Louis, MO 63121., 8001 Natural Bridge Road, St. Louis
来源
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1993年 / 75卷 / 1-4期
关键词
D O I
10.1080/10426509308037389
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Chiral phosphorous acid diamides were prepared from chiral C2 diamines via the sequential addition of PCl3 and H2O. Alternatively, addition Of PCl3 and hydrogen sulfide yielded the analogous thiophosphorous acid diamides. Deprotonation of the phosphorous acids under a variety of conditions gave the anions which reacted smoothly with alkyl halides to give phosphonamides in good yield. Reaction of the anions with aldehydes gave alpha-hydroxy-phosphonamides in good yield and with modest diastereoselectivity (1:1 - 25:1 ds). Treatment of the phosphorous acids with trialkylsilyl triflates and Hunnig's base gave the product of O-silylation.
引用
收藏
页码:159 / 162
页数:4
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