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

页码：4829 / 4838

页数：10

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