gem-Difluorocyclopropanes carrying oxygen-functional substituents

Protection of allyl alcs. as acetals, addn. of difluorocarbene and deprotection lead to gem-difluoro(hydroxymethyl)cyclopropanes I (R = Me, Ph) and II. These can be converted to potential pyrethroid insecticides. [on SciFinder (R)]


Published in:
Tetrahedron, 46, 15, 5222-9
Year:
1990
Keywords:
Note:
CAN 114:24217
30-15
Terpenes and Terpenoids
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
0040-4020
written in English.
110-87-2 (3,4-Dihydro-2H-pyran) Role: RCT (Reactant), RACT (Reactant or reagent) (addn. reaction of, with alkylbutenols); 556-82-1 (3-Methyl-2-buten-1-ol); 54976-38-4 ((E)-3-Phenyl-2-buten-1-ol) Role: RCT (Reactant), RACT (Reactant or reagent) (addn. reaction of, with dihydropyran); 13826-35-2 (3-Phenoxybenzyl alcohol) Role: RCT (Reactant), RACT (Reactant or reagent) (condensation of, with difluorocyclopropanecarboxylic acids); 75-61-6 (Dibromodifluoromethane) Role: RCT (Reactant), RACT (Reactant or reagent) (cyclopropanation reactions of, with allyl alcs.); 51632-16-7 (3-Phenoxybenzyl bromide) Role: RCT (Reactant), RACT (Reactant or reagent) (etherification by, of hydroxymethyl(difluoro)cyclopropanes); 5070-51-9P; 54105-78-1P; 131262-21-0P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and cyclopropanation of, with difluorocarbene); 131262-29-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and etherification of, with phenoxybenzyl bromide); 131262-22-1P; 131262-23-2P; 131262-25-4P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and hydrolysis of); 131262-15-2P; 131262-33-4P; 131262-34-5P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and substitution reaction of, with phenoxytoluenethiol); 116175-38-3P; 131262-24-3P; 131262-26-5P; 131262-27-6P; 131262-30-1P; 131262-31-2P; 131262-32-3P; 131262-36-7P; 131262-38-9P; 131262-39-0P; 131262-40-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 131262-35-6P; 131262-37-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn., methylation, and condensation of, with phenoxybenzyl alc.); 131262-12-9P; 131262-28-7P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn., oxidn., tosylation, and etherification of, with phenoxybenzyl bromide); 822-66-2 (3-Cyclohexen-1-ol); 822-67-3 (2-Cyclohexen-1-ol) Role: RCT (Reactant), RACT (Reactant or reagent) (substitution reaction of, with chloromethyl Me ether); 107-30-2 (Chloromethyl methyl ether) Role: RCT (Reactant), RACT (Reactant or reagent) (substitution reactions of, with cyclohexenols); 64930-95-6 Role: RCT (Reactant), RACT (Reactant or reagent) (substitution reactions of, with tosylmethyl(difluoro)cyclopropanes)
Laboratories:




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


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