Tertiary Amines as Synthetic Equivalents of Vinyl Cations: Zinc Bromide Promoted Coupling of Propargylamines with α??Isocyanoacetamides To Give 2, 4, 5?? …

Y Odabachian, Q Wang, J Zhu

Index: Odabachian, Yann; Wang, Qian; Zhu, Jieping Chemistry - A European Journal, 2013 , vol. 19, # 37 p. 12229 - 12233

Full Text: HTML

Citation Number: 12

Abstract

The CrabbØ homologation allows the synthesis of allenes from in situ generated propargylamines through a 1, 5-hydride shift/1, 2-elimination sequence(Equation (1), Scheme 1).[1] Initially developed for the synthesis of monosubstituted allenes, reaction conditions have now been established allowing access to di-and trisubstituted allenes.[2–3] A recent important discovery came from the research group of Nakamura who reported the ...