2-Deoxyglycosyl 3-benzoylpropionates as novel donors for the direct and stereoselective synthesis of 2-deoxy-glycosides

被引：13

作者：

Bandi, Ramakrishna ^{[1
]}

Chalapala, Sudharani ^{[1
]}

Chandrasekaran, Srinivasan ^{[1
]}

机构：

[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 13期

关键词：

GLYCOSYL ORTHO-ALKYNYLBENZOATES; ANTITUMOR ANTIBIOTICS; PROTECTING GROUP; O-GLYCOSYLATION; GLYCALS; ANTHRACYCLINES; 2-DEOXY; DEOXYGLYCOSIDES; BIOSYNTHESIS; PLURAMYCINS;

D O I：

10.1039/c8ob00216a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lewis acid mediated stereoselective synthesis of 2-deoxy-O-glycosides has been demonstrated using 2-deoxyglycosyl 3-benzoylpropionates as novel glycosyl donors. These newly developed donors are easily synthesized from simple glycals, are stable at room temperature and react with ease to provide products with high stereoselectivity. These donors can be successfully utilized with all types of acceptors (primary, secondary and tertiary alcohols) for the synthesis of 2-deoxy-glycosides. Additionally, these newly developed glycosyl donors are also efficient for the synthesis of trisaccharides.

引用

页码：2248 / 2257

页数：10

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