90934-84-2Relevant academic research and scientific papers
Synthesis of Some Optically Active 1R-trans-Pyrethroids from (+)-3-Carene
Mahamulkar, B. G.,Kulkarni, G. H.,Mitra, R. B.
, p. 1261 - 1263 (2007/10/02)
The δ-lactone of 1S-cis-2,2-dimethyl-3-(2-hydroxy-2-phenylethyl)cyclopropane carboxylic acid (III) on heating with potassium hydroxide in ethylene glycol gives as the major product 1R-trans-2,2-dimethyl-3-(2-hydroxy-2-phenylethyl)cyclopropane carboxylic acid, characterised and identified through its methyl ester (XI).Oxidation of XI affords the keto ester (V), which reacts with PCl5 to furnish a mixture of double bond geometric isomers of methyl 1R-(+)-trans-2,2-dimethyl-3-(2-phenyl-2-chlorovinyl)cyclopropane carboxylate (XII); XII has been converted into the corresponding mixture of 3-phenoxybenzyl esters (I) by transesterification.Dehydration of XI by PTS in refluxing benzene gives methyl 1R-(+)-trans-2,2-dimethyl-3-(2E-styryl)cyclopropane carboxylate (IX); IX has also been converted into the corresponding 3-phenoxybenzyl ester (II) by transesterification.
