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. FranchiniPrimo
;F. CompostellaSecondo
;D.R. Colombo;F. RonchettiUltimo
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.File in questo prodotto:
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