Total synthesis of vineomycin B2 aglycon

S Danishefsky, BJ Uang, G Quallich

Index: Danishefsky, Samuel J.; Uang, Biing Jium; Quallich, George Journal of the American Chemical Society, 1984 , vol. 106, # 8 p. 2453 - 2455

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Citation Number: 36

Abstract

Attempted reactions of 16 wiht several acetic acid dianon equivalents were unsuccessful, possibly due to competing reactions from the quinone. Accordingly, 16 was converted to 1719 as shown. AnalogyZo suggested that a metal phenoxide species (generated in situ) might be less vulnerable to nucleophilic attack by external enolates.