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Please login to access the full content or check if you have access via33.3.4.1.1.4 Variation 4: Reaction of Organotellurenyl Halides and Derivatives with Alk-1-enyl Cuprates or Alk-1-enyl Mercury Derivatives
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Avilov, D.; Dittmer, D., Science of Synthesis, (2007) 33, 311.
The cis-carbocupration of alkynyl sulfoxides 32[34,73] or alkynylphosphine oxides 34[74,75] followed by reaction with benzenetellurenyl iodide yields 1-(phenyltellanyl)alk-1-enyl sulfoxides 33 (34–85%) and [1-(phenyltellanyl)alk-1-enyl]phosphine oxides 35 (74–80%), respectively, in a regio- and stereoselective fashion (Scheme 12). A corresponding reaction of ethyl 3-phenylprop-2-ynoate (36, R1 = Ph) with an organocuprate [MeCu(CN)Li] yields an E/Z-isomeric mixture of alk-1-enyl tellurides, but the reactions of other ethyl propynoates 36 with various organocuprates gives alk-1-enyl tellurides 37 as a single isomer in 40–70% yields.[76]
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References
[34] | Me, M.; Meeee, M.; Me, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[73] | Me, M.; Meeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[74] | Meeee, M.; Me, M., Meeeeeeee, (8888), 888. |
[75] | Meeee, M.; Me, M., Meeeeeeee, (8888), 8888. |
[76] | Meeeeeee, M. M.; Meeee, M. M.; Meeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[77] | Meeeeeee, M. M.; Meeeeee, M. M.; Meeeeeeee, M. M., Me. Mee. Meee., (8888) 88, 8888; M. Mee. Meee. MMMM (Meee. Meeeee.), (8888) 88, 8888. |
[78] | Meeeeee, M. M.; Meeeeeeeeeee, M.; Meeeeeeee, M.; Meeeeeeeeee, M., Meeeeeeeeeeeeee, (8888) 8, 8888. |