Angewandte Chemie International Edition

Heteroatom??Nucleophile??Induced C C Fragmentations: Synthesis of Allenes and Entry to Domino Reactions

T Saget, N Cramer

Index: Saget, Tanguy; Cramer, Nicolai Angewandte Chemie - International Edition, 2010 , vol. 49, # 47 p. 8962 - 8965

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Citation Number: 23

Abstract

Since their discovery by Burton and von Pechmann in 1887,[1] allenes have metamorphosed from a laboratory curiosity to a versatile and uniquely reactive functional group.[2] The C= C bond of allenes is around 10 kcal molÀ1 less stable than that of simple alkenes,[3] rendering them significantly more reactive. In transition-metal-catalyzed reactions their reactivity is closer to that of alkynes than that of simple alkenes. ...