Alkyl/halogen substitution in carbenes (carbenoids): a route to new cyclopropane derivatives

7-Halo-7-methylnorcaranes (I) and 7,7-dimethylnorcarane (II) are formed via replacement of halogen by Me during the reaction of cyclohexene (III) with carbenes (carbenoids) and MeLi. Thus, III is treated with CHClF2 or CCl2F2 and MeLi to give a mixt. of 7-chloro-7-fluoronorcarane (IV), I, and II. 1,1-Difluoro-2,2-dimethylcyclopropanes (V) are obtained from Me2C:CHMe and Me2C:CH(CH2)2CH(OEt)2. [on SciFinder (R)]


Published in:
Angewandte Chemie, International Edition, 10, 2, 138-9
Year:
1971
Keywords:
Note:
CAN 74:141049 24 Alicyclic Compounds Org.-Chem. Inst.,Univ. Heidelberg,Heidelberg,Fed. Rep. Ger. Journal 0570-0833 written in English. 1460-19-1P; 26650-62-4P; 31707-69-4P; 31754-77-5P; 31754-78-6P; 31754-79-7P; 31754-80-0P; 31772-74-4P; 31772-75-5P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 917-54-4 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with methane halo derivs. and olefins); 75-45-6; 75-71-8 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with methyllithium and olefins)
Laboratories:




 Record created 2006-03-03, last modified 2018-01-27


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