Carbocupration/Zinc Carbenoid Homologation and β??Elimination Reactions for a New Synthesis of Allenes− Application to the Enantioselective Synthesis of Chiral …

…, I Zouev, L Aufauvre, P Knochel…

Index: Varghese, Jos P.; Zouev, Irena; Aufauvre, Lionel; Knochel, Paul; Marek, Ilan European Journal of Organic Chemistry, 2002 , # 24 p. 4151 - 4158

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Abstract

Abstract A new and straightforward carbocupration/zinc homologation/β-elimination reaction sequence allows the one-pot synthesis of polysubstituted allenes from acetylenic sulfoxides in excellent isolated chemical yields. Secondary zinc carbenoids were used for the homologation reaction, and so a new synthesis of 1, 1-diiodoalkanes is described. This methodology also allows the synthesis of chiral allenes through thermodynamic ...