The Michaelis-Arbuzov rearrangement of anomeric thiocyanates:: synthesis and application of S-glycosyl thiophosphates, thiophosphonates and thiophosphinates as glycosyl donors

被引：20

作者：

Piekutowska, Marta ^{[1
]}

Pakulski, Zbigniew ^{[1
]}

机构：

[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 48期

关键词：

thiocyanates; thiophosphates; thiophosphonates; thiophosphinates; glycosyl donors; glycosylation;

D O I：

10.1016/j.tetlet.2007.09.162

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of anomeric thiocyanates with triethyl phosphite, dimethyl phenylphosphonite and methyl diphenylphosphinite. afforded the corresponding S-glycosyl thiophosphates, thiophosphonates and thiophosphinates in good yields. These derivatives were applied as glycosyl donors in the synthesis of benzyl glycosides and disaccharides with excellent stereoselectivity. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：8482 / 8486

页数：5

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