Synthesis of chirally deuteriated phthalimido-propanols and evaluation of their absolute stereochemistry

PC Prabhakaran, SJ Gould, GR Orr…

文献索引：Prabhakaran,P.C.; Gould,S.J.; Orr,G.R. Journal of the American Chemical Society, 1988 , vol. 110, p. 5779

全文：HTML全文

被引用次数: 25

摘要

Results One synthesis of 4 applied a purely chemical route whereby chirality was introduced by stereospecific reduction of the deuteriated aldehyde 6a (Figure 1). Commercially available ethyl 3-chloropropionate, 5, was reduced with LiAIDl and the resulting 3-chloro-1, 1-dideuteriopropanol was converted into 1, l-di-deuteriophthalimidopropanol in 50-55% overall yield. This product was oxidized to deuterio aldehyde 6a, by using Swern's ...