Synthesis of caryose, the carbocyclic monosaccharide component of the lipopolysaccharide from Pseudomonas caryophylli

被引：21

作者：

Adinolfi, M ^{[1
]}

Barone, G ^{[1
]}

Iadonisi, A ^{[1
]}

Mangoni, L ^{[1
]}

Manna, R ^{[1
]}

机构：

[1] UNIV NAPLES FEDERICO II,DIPARTIMENTO CHIM ORGAN & BIOL,I-80134 NAPLES,ITALY

来源：

TETRAHEDRON | 1997年 / 53卷 / 34期

关键词：

D O I：

10.1016/S0040-4020(97)00743-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The structure of the novel natural carbocyclic monosaccharide caryose (4,8-cyclo-3,9-dideoxy-L-erythro-D-ido-nonose) has been confirmed through a synthesis whose key steps are the SmI2-mediated cyclization of a ketoaldehyde derived from 3,4,5-tri-O-benzyl-1-deoxy-D-iditol, the mild oxidation of the obtained cis-1,2-diol and the diasteroselective allylation of the resulting ketol. (C) 1997 Elsevier Science Ltd.

引用

页码：11767 / 11780

页数：14

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