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Title: Synthesis of (+)-4-desoxypentenomycin and analogues
Authors: Supakeat Kambutong
Chutima Kuhakarn
Patoomratana Tuchinda
Manat Pohmakotr
Mahidol University
Keywords: Chemical Engineering;Chemistry
Issue Date: 13-Aug-2010
Citation: Synthesis. No.9 (2010), 1453-1458
Abstract: A synthesis of (+)-4-desoxypentenomycin is reported here; it involves diastereoselective phenylsulfanylpropylation of an enolate anion derived from methyl (2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl[1,4]dioxane-2-carboxylate, obtained from D-mannitol, and is followed by sulfide oxidation, intramolecular acylation of the a-sulfinyl carbanion, sulfoxide elimination, and hydrolysis. Straightforward access to substituted analogues of (+)-4-desoxy-pentenomycin was also demonstrated by means of Suzuki-Miyaura, Sonogashira, and Heck coupling reactions. © Georg Thieme Verlag Stuttgart.
ISSN: 1437210X
Appears in Collections:Scopus 2006-2010

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