Synthesis of (Z)-3-deoxy-3-(1,2,3,6-tetradeoxy-3,6-imino-L-arabino-hexitol-1-C-ylidene)-D-xylo-hexose derivatives.: First examples of homo-(1→3)-C-linked iminodisaccharides

被引：17

作者：

Cardona, F ^{[1
]}

Robina, I

Vogel, P

机构：

[1] Univ Lausanne, BCH, Chim Sect, CH-1015 Lausanne, Switzerland

[2] Univ Seville, Dept Quim Organ, E-41071 Seville, Spain

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 2000年 / 19卷 / 4-5期

关键词：

D O I：

10.1080/07328300008544099

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Cross-aldolisation of 3,6-[(tert-butoxy)carbonyl]imino-2,3,6-trideoxy-4,5-O- isopropylidene-L-arabino-hexose (10) with 1,6-anhydro-2-O-benzyl-3-deoxy-beta-D-erythro-hexopyrano-4-ulose (6) generates, after water elimination, a single enone II that is reduced selectively into an allylic alcohol 12, deprotection of which affords methyl (Z)-3-deoxy-3-(1,2,3,6-tetradeoxy-3,6-imino-L-arabino-hexitol-1-C-ylidene)-beta-D-xylo-hexofuranoside (1) and (Z)-1,6-anhydro-3-deoxy-3-(1,2,3,6-tetradeoxy-3,6-imino-L-arabino-hexitol-1 -C-ylidene)-beta-D-xylo-hexopyranose (14).

引用

页码：555 / 571

页数：17

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