Diethylzinc-Iodoform

INTERCHANGE, THIOACETAL-HEMITHIOACETAL-ACETAL Methyl fiuorosulfonate. lODOCYCLOPROPANATION Diethylzinc-Iodoform. 

Alternatively, the use of the reagent prepared by mixing trifluoroethanol, diethylzinc and iodoform led to the formation of the corresponding iodocyclopropane with outstanding diastereocontrol (equation 62). 

Bis(iodozincio)iodomethane was prepared from diethylzinc and iodoform as shown in equation 54 by Charette and coworkers78. This prepared bis(iodozincio)iodomethane possesses both a carbenoid and a gem-dimetal species, and therefore reacts as a zinciomethyl carbenoid. 

Ring expansion of arenas.1 The iodocarbenoid reagent formed from diethylzinc and iodoform converts benzene into 7-ethylcyclohepta-l,3,5-triene (1). Mixtures of... 

The reaction of diethylzinc with iodoform produces iodocarbenoid which reacts with al-kenes to give, stereospecifically, iodocyclopropanes (see Table 3 and Houben-Weyl, Vol. E19b, p 1624). 

Table 3. lodocyclopropanes from Iodoform, Alkenes and Photolysis or Diethylzinc... 

Iodocyclopropanes by Reaction of Diethylzinc with Iodoform General Procedure 43... 

A zinc iodocarbenoid is formed by the reaction of diethylzinc with one equivalent of iodoform, and in the presence of cyclohexene at 50 °C the mixture of products shown in Scheme 9 results, the iodonorcarane having a syn anti ratio of 45 55. The reaction is temperature dependent, a 70% yield of iodonorcarane syn anti = 66 34) being formed at 0 °C. The 3-ethylcycloheptene is formed from the iodonorcarane by the action of zinc iodide and diethylzinc. 

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