A formal total synthesis of virantmycin: A modular approach towards tetrahydroquinoline natural products

D Keck, S Vanderheiden…

Index: Keck, Daniel; Vanderheiden, Sylvia; Braese, Stefan European Journal of Organic Chemistry, 2006 , # 21 p. 4916 - 4923

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Citation Number: 22

Abstract

Abstract A synthesis of an advanced intermediate towards the racemic form of the antiviral agent virantmycin has been developed featuring an intramolecular aza-xylylene Diels–Alder reaction. The required arylthiocarbamate has been constructed using an efficient oxidative cyclization strategy. A novel synthetic approach to chlorine-substituted allylic alcohols using an unprecedented palladium-catalyzed cross-coupling reaction of α, β-unsaturated ...