Radical zinc-atom-transfer-based carbozincation of haloalkynes with dialkylzincs

نویسندگان

  • Fabrice Chemla
  • Florian Dulong
  • Franck Ferreira
  • Alejandro Pérez-Luna
چکیده

The formation of alkylidenezinc carbenoids by 1,4-addition/carbozincation of dialkylzincs or alkyl iodides based on zinc atom radical transfer, in the presence of dimethylzinc with β-(propargyloxy)enoates having pendant iodo- and bromoalkynes, is disclosed. Formation of the carbenoid intermediate is fully stereoselective at -30 °C and arises from a formal anti-selective carbozincation reaction. Upon warming, the zinc carbenoid is stereochemically labile and isomerizes to its more stable form.

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عنوان ژورنال:

دوره 9  شماره 

صفحات  -

تاریخ انتشار 2013