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Generation and Reactivity of 1,2‐Cyclohexadiene under Mild Reaction Conditions

2009; Wiley; Volume: 2009; Issue: 32 Linguagem: Inglês

10.1002/ejoc.200900631

1434-193X

Iago Quintana, Diego Peña, Dolores Pérez, Enrique Guitián,

Asymmetric Synthesis and Catalysis

Abstract An improved method to generate 1,2‐cyclohexadienes by fluoride‐induced β‐elimination of 6‐(trimethylsilyl)cyclohexenyl triflates is presented. This method allows the generation of these highly strained cyclic allenes in good yields and under mild reaction conditions, as demonstrated by trapping experiments based on cycloaddition reactions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)