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- W1969975904 abstract "The cyclopropanation reaction of α, β-unsaturated ketones 1a-c with ethyl (dimethyl sulfuranylidene) acetate (EDSA), generated in situ from the corresponding sulfonium bromide salt and 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) in toluene, leads exclusively to the exo adduct 2a-c (d.e.=100%). Acyclic enones 1d-g, give mainly the “trans” cyclopropanes 4d-g with a high degree of stereocontrol (d.e.380%). Changing the solvent to CHCl3 affords a 2:1 mixture of “trans” and “cis” cyclopropanes 4d-g and 5d-g respectively. The “cis” isomers 5d-g can be epimerizated to the alternative “trans” isomers 6d-g under basic conditions." @default.
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- W1969975904 date "1997-03-01" @default.
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- W1969975904 title "Stereoselective cyclopropanation of enones with ethyl dimethylsulfonium acetate bromide in the presence of DBU" @default.
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- W1969975904 doi "https://doi.org/10.1016/s0040-4039(97)00265-7" @default.
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