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
收藏
页码：5363 / 5366
页数：4
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