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- W2903261860 abstract "The presence of methanol on gold(I)-mediated cycloisomerizations of substituted 1,3-dien-5-ynes provokes the formation of 5-alkoxycyclopentadiene rather than a substituted benzene, which is the isolated product in absence of the alcohol substrate. Calculations indicate that both mechanistic routes start with a 5-endo-dig cyclization of the initial activated-dienyne leading to a bicyclic substrate. This common intermediate then experiments either a tandem ring-expansion/Wagner–Meerwein rearragement process leading to the final benzene or it is attacked by the MeOH molecule leading to the alkoxycyclopentadiene. The kinetic preference along with the high concentration of MeOH used in the reaction would be responsible for the different pathways found in this kind of enynes." @default.
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- W2903261860 date "2019-01-01" @default.
- W2903261860 modified "2023-09-27" @default.
- W2903261860 title "Methanol directing the dual reactivity of 1,3-dien-5-ynes under gold(I) catalysis: A computational study" @default.
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- W2903261860 doi "https://doi.org/10.1016/j.comptc.2018.11.010" @default.
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