MARTIN Dehydrating reagent

Martin, J. C. Arhart, R. J. J. Am. Chem. Soc. 1971, 93, 2339, 2341. J. C. Martin was a professor at the University of Illinois at Urbana, where he discovered the Martin s snl-furane dehydrating reagent. Martin also developed the Dess-Martin periodinane oxidation (page 195) with his student Daniele Dess. 

Step 2 Alcohol dehydration with Ph2S[OC(CF3)2Ph]2 (Martin sulfurane reagent). 

Martin s sulfurane (1) enables quick and efficient elimination of secondary and tertiary alcohols 2 to yield alkenes 3 along with production of diphenyl sulfoxide (4) and alcohol 5.1,2 This highly reactive dehydrating reagent is effective at room temperature and below, and reactions are often complete in less than one hour. Primary alcohols rarely react to yield alkenes and instead are transformed into ethers. The title reagent is available from numerous commercial sources and can be prepared in large quantities according to several published procedures.3... 

Although widely used as a dehydration reagent, Martin s sulfurane is also known to facilitate amide cleavage reactions,7 cyclic ether (including epoxide) formations,8 and sulfilimine syntheses.9 In the 1970s Martin demonstrated all of these transformations in his series of papers outlining the reactivity of the title sulfurane. 

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