Synthesis of the Sulfonate Analogue of Seminolipid via Horner-Wadsworth-Emmons Olefination

被引：15

作者：

Franchini, Laura ^{[1
]}

Compostella, Federica ^{[1
]}

Colombo, Diego ^{[1
]}

Panza, Luigi ^{[2
]}

Ronchetti, Fiamma ^{[1
]}

机构：

[1] Univ Milan, Dipartimento Chim Biochim & Biotecnol Med, I-20133 Milan, Italy

[2] Univ Piemonte Orientate, Dipartimento Sci Chim Alimentari Farmaceut & Farm, I-28100 Novara, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 15期

关键词：

ACID ANALOGS; BINDING; SPERM; HIV-1; GALACTOSYLCERAMIDE; RECEPTOR; FUSION; DOMAIN;

D O I：

10.1021/jo1008788

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of the sulfonate analogue of seminolipid, the main sulfoglycolipid in mammalian sperm, is reported. Installation of the sulfonate unit was accomplished by a quite unexplored strategy based on Horner-Wadsworth-Emmons olefination on a 3'-keto-galactoside, followed by stereoselective double bond reduction.

引用

页码：5363 / 5366

页数：4