The reactivity of 4-hydroxy- and 4-silyloxy-1,5-allenynes with homogeneous gold(I) catalysts.

作者: Michael Wegener , Stefan F. Kirsch

DOI: 10.1021/ACS.ORGLETT.5B00348

关键词:

摘要: Two new gold(I)-catalyzed cascade reactions of 4-hydroxy- and 4-silyloxy-1,5-allenynes are disclosed, offering access to a variety mono- bicyclic, polyunsaturated carbonyl compounds. The diverse reactivity observed for the investigated allenyne system is controlled by nature unsaturated substrate: Allenynes bearing free hydroxyl group engage in what likely an oxycyclization/allene-ene carbocyclization cascade, while their silylated analogues converted through carbocyclization/pinacol-type rearrangement process.

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