Studies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraol

被引：21

作者：

Otero, Jose M. ^{[1
]}

Estevez, Amalia M. ^{[1
]}

Soengas, Raquel G. ^{[1
]}

Estevez, Juan C. ^{[1
]}

Nash, Robert J. ^{[2
]}

Fleet, George W. J. ^{[3
]}

Estevez, Ramon J. ^{[1
]}

机构：

[1] Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain

[2] Summit Wales Ltd, Plas Gogerddan, Aberystwyth, Coredigon, Wales

[3] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

来源：

TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 21期

关键词：

D O I：

10.1016/j.tetasy.2008.10.027

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The first stereocontrolled synthesis of (3R,4R,5R,6S)-2,2-bis-(hydroxymethyi)azepane-3,4,5,6-tetraol is described herein. The method involves a novel double Henry reaction of the 3,5-di-O-benzyl-6-deoxy-1,2 -O-isopropyIidene-6-nitro-alpha-D-glucofuranose with formaldehyde followed by a reductive ring closure to give the first branched 1,6-dideoxy-1,6-heptitol described. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：2443 / 2446

页数：4

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