Cyclobutenes as isolable intermediates in the gold(I)-catalysed cycloisomerisation of 1,8-enynes - Archive ouverte HAL Access content directly
Journal Articles Advanced Synthesis and Catalysis Year : 2009

Cyclobutenes as isolable intermediates in the gold(I)-catalysed cycloisomerisation of 1,8-enynes

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Abstract

The gold(I)-catalysed isomerisation of 1,8-enynes allows the efficient synthesis of function -alised bicyclo[5.2.0]nonenes. Notably, these cyclobutenes derivatives can be isolated as reactive intermediates that could undergo subsequent gold(I)-catalysed transformations such as isomerisation, fragmentation or ene reaction to furnish more structurally complex products. This study also provides useful information related to the mechanism leading to metathesis-type derivatives, examples of which were shown to be produced, in the present case, by a gold(I)-catalysed ring fragmentation of the cyclobutene moiety. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

Dates and versions

hal-00951266 , version 1 (02-03-2014)

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Yann Odabachian, Fabien Gagosz. Cyclobutenes as isolable intermediates in the gold(I)-catalysed cycloisomerisation of 1,8-enynes. Advanced Synthesis and Catalysis, 2009, 351 (3), pp.379-386. ⟨10.1002/adsc.200900056⟩. ⟨hal-00951266⟩
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