Tetrahedron

New synthetic route to (1r)-cis-(-)-permethrin,(1r)-cis-(+)-cypermethrin and (1r)-cis-(+)-deltamethrin (decis) from (+)-3-care

AK Mandal, DP Borude, R Armugasamy, NR Soni…

Index: Mandal; Borude; Armugasamy; et al. Tetrahedron, 1986 , vol. 42, # 20 p. 5715 - 5728

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Citation Number: 33

Abstract

(+)-4 α-Acetyl-2-carene (6), readily available from (+)-3-carene (5), was converted to (1R)-cis- (+)-3-(2', 2'-dihalovinyl)-2, 2-dimethyl-cyclopropane-1-carboxylic acids (21) and (22) in eleven steps and in overall yields of 23% and 14%, respectively. Alternatively,(-)-5-keto-3- carene (23), an oxidation product of (+)-3-carene (5) was converted to (1R)-cis-(-)- permethrin (1) in five steps and in an overall yield of 20%. in yet another flexible approach, ...