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 0-keto-galactoside, followed by stereoselective double bond reduction.

Synthesis of the sulfonate analogue of seminolipid via Horner-Wadsworth-Emmons olefination / L. Franchini, F. Compostella, D.R. Colombo, L. Panza, F. Ronchetti. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 75:15(2010), pp. 5363-5366. [10.1021/jo1008788]

Synthesis of the sulfonate analogue of seminolipid via Horner-Wadsworth-Emmons olefination

L. Franchini
Primo
;
F. Compostella
Secondo
;
D.R. Colombo;F. Ronchetti
Ultimo
2010

Abstract

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 0-keto-galactoside, followed by stereoselective double bond reduction.
Settore BIO/10 - Biochimica
2010
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/146474
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