290812-18-9

Upstream product

• 290812-17-8 [4S,3(6E)]-4-Benzyl-3-(5,5,8-trimethylnona-6,8-dienoyl)-2-oxazolidinone 
• 74-88-4 methyl iodide 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 74001-63-1 5,5-dimethyl-6-oxo-hexanoic acid ethyl ester 
• 290812-14-5 Methyl 6-tert-butyldimethylsilyloxy-5,5-dimethylhexanoate 
• 290812-16-7 Pivaloyl (E)-5,5,8-trimethylnona-6,8-dienoyl anhydride 
• 290812-13-4 Ethyl (E)-6-tert-butyldimethylsilyloxy-5,5-dimethylhex-2-enoate 
• 290812-15-6 (E)-5,5,8-Trimethylnona-6,8-dienoic acid 
• 320339-28-4 Methyl (E)-5,5,8-trimethylnona-6,8-dienoate 
• 225245-26-1 4-tert-butyldimethylsilyloxy-3,3-dimethylbutanal 
• 110595-98-7 methyl 6-hydroxy-5,5-dimethyl-3-hexanoate 
• 74001-62-0 Methyl 5,5-dimethyl-6-oxohexanoate 

Relevant academic research and scientific papers

Pheromone synthesis, CCVIII: Synthesis of (1S,3S,7R)-3-methyl-α-himachalene, the sex pheromone of the sandfly Lutzomyia longipalpis from Jacobina, Brazil

(1S,3S,7R)-3-Methyl-α-himachalene, the sex pheromone of the male sandfly (Lutzomyia longipalpis) from Jacobina, Brazil, was synthesized enantioselectively by employing Evans' or Oppolzer's asymmetric methylation and intramolecular Diels-Alder reaction as the two key steps. The absolute configuration of the product was unambiguously established by X-ray analysis of a compound related to one of the synthetic intermediates. The ring junction of this sandfly pheromone possesses the absolute configuration opposite to that of the known (1R,7R)-α-himachalene of plant origin.

Enantioselective synthesis of (1S,3S,7R)-3-methyl-α-himachalene, the sex pheromone of the sandfly Lutzomyia longipalpis from Jacobina, Brazil

(1S,3S,7R)-3-Methyl-α-himachalene, the sex pheromone of the male sandfly (Lutzomyia longipalpis) from Jacobina, Brazil, was synthesized enantioselectively by employing Evans' or Oppolzer's asymmetric methylation as the key step. The absolute configuration at the ring junction of this pheromone is opposite to that of the known (1R,7R)-α-himachalene of plant origin. (C) 2000 Elsevier Science Ltd.