Darstellung und Abwandlung von Chlorfluorcyclopropanen : Ein gezielter Zugang zu Fluorallylalkoholen

Cycloaddn. of ClFC.bul. to olefins RR1C:CHR2 (R = alkyl or substituted alkyl, e.g., Et, ClCH2, AcOCH2CH2CH2; R1 = H, Me, Et; R2 = H, Me) gave 1-chloro-1-fluorocyclopropanes; these were acetolyzed to RR1C:CFCHR2OAc, which were hydrolyzed to RR1C:CFCHR2OH. The convenience and efficiency of the cycloaddn. reaction, which takes place in a 2-phase system even in the presence of base-sensitive substituents, makes the process attractive for prepg. 2-fluoroallylic alcs. [on SciFinder (R)]


Published in:
Helvetica Chimica Acta, 58, 8, 2595-604
Year:
1975
Keywords:
Note:
CAN 84:121031
23-7
Aliphatic Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
0018-019X
written in German.
563-47-3 Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard reaction of); 2032-35-1; 4360-63-8 Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard reaction of, with methallyl chloride); 75-21-8 Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard reaction of, with methallyl chloride and acetic anhydride); 108-24-7 Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard reaction of, with methallyl chloride and ethylene oxide); 110-93-0 Role: PROC (Process) (conversion of, into 2,6-dimethyl-1,5-heptadiene); 1691-88-9 Role: RCT (Reactant), RACT (Reactant or reagent) (cycloaddn. reaction of, with olefins); 1891-96-9P; 16496-04-1P; 16496-05-2P; 41641-21-8P; 41641-23-0P; 41641-24-1P; 58715-15-4P; 58715-16-5P; 58715-17-6P; 58715-18-7P; 58715-19-8P; 58715-20-1P; 58715-21-2P; 58715-22-3P; 58715-23-4P; 58715-28-9P; 58715-29-0P; 58715-30-3P; 58715-31-4P; 58715-32-5P; 58715-33-6P; 58769-56-5P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and acetolysis of); 6709-39-3P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and bromination of); 53250-10-5P; 58715-24-5P; 58715-25-6P; 58715-26-7P; 58715-27-8P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and cycloaddn. reaction with chlorofluorocarbene); 52633-85-9P; 58715-34-7P; 58715-35-8P; 58715-36-9P; 58715-37-0P; 58715-38-1P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and hydrolysis of); 1114-37-0P; 1187-80-0P; 2356-08-3P; 52633-90-6P; 52633-91-7P; 58715-39-2P; 58723-00-5P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 513-42-8 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with dihydropyran)
Laboratories:




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


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