67225-49-4

Upstream product

• 108-24-7 acetic anhydride 
• 72244-15-6 (E)-(R)-6-Isopropenyl-3-methyl-deca-3,9-dien-1-ol 
• 99277-16-4 (R)-3-(1-methylethenyl)-6-hepten-1-ol 
• 105243-42-3 (R)-3-Isopropenyl-hept-6-enoic acid (1R,2S,3R,4S)-3-(2,2-dimethyl-propoxy)-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 105243-38-7 (E)-Hepta-2,6-dienoic acid (1R,2S,3R,4S)-3-(2,2-dimethyl-propoxy)-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 105243-44-5 C₁₄H₂₃LiO 
• 66348-54-7 5-isopropenyl-2-methyl-1,8-nonadien-3-ol 
• 67169-07-7 (R)-3-(1-methylethenyl)-6-heptenal 
• 67169-08-8 (Z)-(R)-6-Isopropenyl-3-methyl-deca-3,9-dien-1-ol 
• 75-36-5 acetyl chloride 

Relevant academic research and scientific papers

ASYMMETRIC ADDITION OF 1-ALKENYLCOPPER REAGENTS TO CHIRAL ENOATES: ENANTIOSELECTIVE SYNTHESIS OF CALIFORNIA RED SCALE PHEROMONE.

nBu3P-stabilized 1-alkenylcopper reagents undergo efficient 1,4-additions to enoates 1 and 5.Thus, acids 3, 7 or alcohols 4, 8 were obtained in high e.e. with recovery of the auxiliary. 4d was converted to pure (-)-pheromone 13, and 8b gave bromide 14b.

NEW SYNTHESIS OF THE CALIFORNIA RED SCALE SEX PHEROMONE

The target molecules 1 and 2 were synthesized from a common intermediate 6 prepared from (R)-Limonene.The first enantioselective synthesis of 2 is described.