TY - JOUR
T1 - Syntheses of racemic and scalemic cis-chrysanthemic acid from β,γ-unsaturated cyclohexanol
AU - Krief, A.
AU - Jeanmart, S.
AU - Gondal, H.Y.
AU - Kremer, A.
PY - 2012/11/1
Y1 - 2012/11/1
N2 - 2,2,5,5-Tetramethylcyclohexane-1,3-dione is a valuable starting-material precursor of cis-chrysanthemic acid. The (1S)-stereoisomer is a precursor of pyrethrin I, the most active natural insecticide from Chrysanthemum cinerariifolium, whereas the (1R)-stereoisomer is efficiently transformed to deltamethrin, the most active commercially available pyrethroid insecticide. Several intermediates have been identified and used with variable success for that purpose.
AB - 2,2,5,5-Tetramethylcyclohexane-1,3-dione is a valuable starting-material precursor of cis-chrysanthemic acid. The (1S)-stereoisomer is a precursor of pyrethrin I, the most active natural insecticide from Chrysanthemum cinerariifolium, whereas the (1R)-stereoisomer is efficiently transformed to deltamethrin, the most active commercially available pyrethroid insecticide. Several intermediates have been identified and used with variable success for that purpose.
UR - http://www.scopus.com/inward/record.url?scp=84870226655&partnerID=8YFLogxK
U2 - 10.1002/hlca.201200393
DO - 10.1002/hlca.201200393
M3 - Article
AN - SCOPUS:84870226655
SN - 0018-019X
VL - 95
SP - 2123
EP - 2167
JO - Helvetica chimica acta
JF - Helvetica chimica acta
IS - 11
ER -