IODOMETHYLENE LACTONE FORMATION AN IMPROVED SYNTHESIS
作者： Simon D. Mawson , Anne Routledge , Rex T. Weavers
DOI: 10.1016/0040-4020(95)00148-2
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摘要: Abstract Detailed examination of the free radical induced cyclisation propiolate ester trans-2-iodocyclopentanol has revealed a rather inefficient chain. The optimum conditions found used dibenzoyl peroxide as initiator and benzene reaction solvent. High concentrations were required significant quantities iodobenzene formed. Portionwise addition was to be beneficial, but use inert atmospheres gave no advantage. Although quite highly selective give predominantly (E)-iodomethylene lactone, trace (Z)-isomer isolated. Other minor by-products could attributed trapping intermediate vinyl by An alternative, improved route iodomethylene lactones via fluoride ion desilylation trimethylsilyl substituted derivatives been developed.
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