Divergent synthesis of 3-amino-3-deoxy- and 4-amino-4-deoxyhexoses

被引：20
|
作者：
Spanu, P [1 ]
Rassu, G [1 ]
Ulgheri, F [1 ]
Zanardi, F [1 ]
Battistini, L [1 ]
Casiraghi, G [1 ]
机构：
[1] UNIV PARMA,DIPARTIMENTO FARMACEUT,I-43100 PARMA,ITALY
来源：
TETRAHEDRON | 1996年 / 52卷 / 13期
关键词：
D O I：
10.1016/0040-4020(96)00151-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new efficient synthesis of 3-amino-3-deoxy-D-altrose (13), 3-amino-3-deoxy-L-allose (17), and 4-amino-4-deoxy-D-talose (21) from 2,3-O-isopropylidene-D-glyceraldehyde (6) using N-(tert-butoxycarbonyl)-2-(tert-butyldimethylsiloxy)pyrrole (TBSOP) as homologative nucleophile is described. The procedure highlights the merits of densely functionalized homochiral heptonolactam 9 as a key divergent intermediate.
引用
收藏
页码：4829 / 4838
页数：10
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