A straightforward synthesis of (2S,3R)-3-hydroxyproline and trans-(2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidine

被引:27
作者
DellUomo, N
DiGiovanni, MC
Misiti, D
Zappia, G
DelleMonache, G
机构
[1] UNIV ROMA LA SAPIENZA, DIPARTIMENTO STUDI CHIM & TECNOL SOSTANZE BIOL AT, I-00185 ROME, ITALY
[2] UNIV CATTOLICA SACRO CUORE, IST CHIM, CTR STUDIO CHIM RECETTORI & MOLEC BIOL ATTIVE, I-00168 ROME, ITALY
关键词
D O I
10.1016/0957-4166(95)00434-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A stereocontrolled synthesis of (2S,3R)-3-hydroxyproline 1, and trans-(2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidine 2 has been achieved in 21% and 38% yield via the homochiral 4,5-disubstituted oxazolidin-2-one 3. The trans relationship in 2 has been introduced by a modified Mitsunobu reaction.
引用
收藏
页码:181 / 188
页数:8
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