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ChemInform Abstract: Enantioselective Total Synthesis of Reveromycin B.

✍ Scribed by Keith E. Drouet; Emmanuel A. Theodorakis

Publisher: John Wiley and Sons
Year: 2010
Weight: 31 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199923281

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✦ Synopsis

Enantioselective Total Synthesis of Reveromycin B. -The crucial steps to synthesize the title compound (VIII) include a modified Negishi coupling of alkyne (I) with iodide (II) and the Kishi-Nozaki coupling of aldehyde (IV) with iodide (V). The former coupling is more efficient and superior as compared to the Stille-type reaction for C-C bond formation, and the latter shows a remarkable selectivity toward the hindered aldehyde group in the presence of other potent electrophilic carbon centers. -(DROUET, KEITH E.; THEODORAKIS, EMMANUEL A.; J. Am. Chem. Soc. 121 (1999) 2,

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