Die Stereochemie der fragmentierenden Enthalogenierung von 1-Chlor-1-fluor-2-(1-halogenalkyl)cyclopropanen
1980
Abstract
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)]
Details
Title
Die Stereochemie der fragmentierenden Enthalogenierung von 1-Chlor-1-fluor-2-(1-halogenalkyl)cyclopropanen
Author(s)
Spahic, Bojana ; Schlosser, Manfred
Published in
Helvetica Chimica Acta
Volume
63
Issue
5
Pages
1242-1256
Date
1980
ISSN
0018-019X
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
Note
CAN 93:238647
22-9
Physical Organic Chemistry
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
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)
22-9
Physical Organic Chemistry
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
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)
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Record creation date
2006-03-03