Solid phase synthesis of enantiomerically pure polyhydroxyvalerolactams

被引：23
作者：
Piró, J
Rubiralta, M
Giralt, E
Diez, A [1 ]
机构：
[1] Univ Barcelona, Fac Farm, Lab Quim Organ, E-08028 Barcelona, Spain
[2] Univ Barcelona, Fac Quim, Dept Quim Organ, E-08028 Barcelona, Spain
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 05期
关键词：
hydroxypiperidines; azasugars; hydroxylactams; solid phase synthesis;
D O I：
10.1016/S0040-4039(00)02146-8
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A general method for the solid phase synthesis of type 2 3,4,5-trihydroxypiperidin-2-ones is described. Amination of D-ribonolactone 4 was accomplished using a Mitsunobu reaction, and type 7 aminolactone underwent direct lactamisation upon treatment with NaOAc. For the solid phase synthesis, the aminoacid was anchored directly to a TentaGel(R) resin, and the lactamisation step was concomitant with the cleavage from the resin. (C) 2001 Elsevier Science Ltd. All rights reserved.
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收藏
页码：871 / 873
页数：3
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