Synthesis of the sulfonate analogue of seminolipid via horner-wadsworth- emmons olefination

Laura Franchini; Federica Compostella; Diego Colombo; Luigi Panza; Fiamma Ronchetti

doi:10.1021/jo1008788

Synthesis of the sulfonate analogue of seminolipid via horner-wadsworth- emmons olefination

Laura Franchini, Federica Compostella, Diego Colombo, Luigi Panza, Fiamma Ronchetti

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

(Figure presented) 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.

Original language	English
Pages (from-to)	5363-5366
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	75
Issue number	15
DOIs	https://doi.org/10.1021/jo1008788
Publication status	Published - 6 Aug 2010

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title = "Synthesis of the sulfonate analogue of seminolipid via horner-wadsworth- emmons olefination",

abstract = "(Figure presented) 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.",

author = "Laura Franchini and Federica Compostella and Diego Colombo and Luigi Panza and Fiamma Ronchetti",

year = "2010",

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AU - Franchini, Laura

AU - Compostella, Federica

AU - Colombo, Diego

AU - Panza, Luigi

AU - Ronchetti, Fiamma

PY - 2010/8/6

Y1 - 2010/8/6

N2 - (Figure presented) 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.

AB - (Figure presented) 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.

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DO - 10.1021/jo1008788

M3 - Article

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EP - 5366

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 15

ER -

Synthesis of the sulfonate analogue of seminolipid via horner-wadsworth- emmons olefination

Abstract

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