Journal article

Die Stereochemie der fragmentierenden Enthalogenierung von 1-Chlor-1-fluor-2-(1-halogenalkyl)cyclopropanen

A no. of model substrates, e.g., I (X = Br, iodo) (anti/cis), were submitted to Zn-promoted fragmentation and the compn. of the resulting mixt. of isomeric fluorodienes was detd. The exocyclic reaction center, bearing the electrofugal leaving group, undergoes almost complete stereochem. randomization, while ring opening proceeds stereoselectively. The stereochem. results are related to changes in electron configuration occurring during the reaction. [on SciFinder (R)]

    Keywords: Dehalogenation; Ring cleavage (of chlorofluoro(haloalkyl)cyclopropanes ; stereochem. in); Stereochemistry (of fragmentative dehalogenation of chlorofluoro(haloalkyl)cyclopropanes) ; stereochem dehalogenation chlorofluorohaloalkylcyclopropane; ring cleavage chlorofluorohaloalkylcyclopropane stereochem; cyclopropane chlorofluorohaloalkyl dehalogenation stereochem


    CAN 93:238647


    Physical Organic Chemistry

    Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.



    written in German.

    75-43-4 Role: RCT (Reactant), RACT (Reactant or reagent) (cycloaddn. reaction of, with methylbutenyl acetate); 497-02-9; 19319-26-7 Role: RCT (Reactant), RACT (Reactant or reagent) (esterification of, with acetic anhydride); 7440-66-6 Role: USES (Uses) (fragmentation of chlorofluoro(haloalkyl)cyclopropanes in presence of, stereochem. and); 75681-77-5P; 75715-31-0P; 75715-32-1P; 75715-76-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and bromodehydroxylation of); 19248-94-3P; 41414-68-0P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and cycloaddn. reaction with dichlorofluoromethane); 75681-71-9P; 75681-72-0P; 75681-73-1P; 75715-22-9P; 75715-23-0P; 75715-24-1P; 75715-25-2P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and dehalogenation of, stereochem. of); 75681-74-2P; 75715-27-4P; 75715-28-5P; 75715-74-1P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and hydrolysis of); 75681-75-3P; 75715-26-3P; 75715-29-6P; 75715-75-2P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and hydroxylation of); 75681-78-6P; 75715-35-4P; 75715-36-5P; 75715-77-4P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and reductive fragmentation of); 52021-24-6P; 52021-25-7P; 75681-76-4P; 75681-79-7P; 75681-80-0P; 75681-81-1P; 75681-82-2P; 75715-30-9P; 75715-33-2P; 75715-34-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of)


    • LSCO-ARTICLE-1980-004

    Record created on 2006-03-03, modified on 2016-08-08


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