ASYMMETRIC INDUCTION IN THE REACTION OF NONSYMMETRICAL PHOSPHINIC AND PHOSPHINOUS ACID CLORIDES WITH DERIVATIVES OF D-GLUCOFURANOSE
作者:Oleg I. Kolodiazhnyi、Evgen V. Grishkun
DOI:10.1080/10426509608037959
日期:1996.8.1
Abstract Reaction of nonsymmetrically substituted chlorophosphines (1–3) with (−)-1,2:3,5-di-O-isopropylidene-α-D-glucofuranose (1) or (−)-1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose (5) proceeds with high stereoselectivity to give stereochemically pure phosphinic acid esters (6–8), which are starting compounds for the preparation of chiral organophosphorus compounds. Reaction of benzyl-phenylphosphinous
摘要 非对称取代的氯膦 (1–3) 与 (-)-1,2:3,5-二-O-异亚丙基-α-D-呋喃葡萄糖 (1) 或 (-)-1,2:5,6 的反应-二-O-亚环己基-α-D-呋喃葡萄糖(5)具有高立体选择性,得到立体化学纯的次膦酸酯(6-8),这是制备手性有机磷化合物的起始化合物。苄基-苯基次膦酰氯与(1)的反应产生光学纯的次膦酸酯(9)。根据碱的性质、溶剂、温度和氯膦过量来研究反应的立体化学。