1174752-28-3

Upstream product

• 853916-88-8 (-)-(E)-(R)-2-hydroxypent-3-enoic acid ethyl ester 
• 143289-04-7 trans-(2R)-1,2-dihydroxy-3-pentene 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 17261-28-8 ortho-diphenylphosphinobenzoic acid 
• 183508-07-8 (R,E)-1-(tert-butyldiphenylsilyloxy)pent-3-en-2-ol 

Downstream Products

• 1174752-31-8 tert-butyl-((E)-(4R,6R)-4,6-dimethyl-oct-2-enyloxy)-diphenyl-silane 
• 1184621-24-6 ((4R,6R,E)-4,6-dimethylocta-2,7-dienyloxy)diphenylsilane 
• 1184621-27-9 tert-butyl-((4S,6R,E)-4,6-dimethylocta-2,7-dienyloxy)diphenylsilane 
• 1192344-65-2 tert-butyl(diphenyl)((4R,6R,8R,E)-4,6,8,10-tetramethylundec-2-enyloxy)silane 

Relevant academic research and scientific papers

METHOD FOR PREPARING VITTATALACTONE

The present invention relates to the chemical synthesis of vittatalactone, the aggregation pheromone of the striped cucumber beetle, Acalymma vittatum.

Enantioselective total synthesis of the unnatural and the natural stereoisomers of vittatalactone

(Figure presented) The striped cucumber beetle, Acalymma vittatum, is a cause of major damage to cucurbit crops in North America. To develop an environmentally benign plant protection strategy, recent research has focused on identifying sex pheromones of

A unified strategy for the stereospecific construction of propionates and acetate-propionates relying on a directed allylic substitution

A strategy for the stereospecific construction of propionates and acetate-propionates using a directed allylic substitution was reported. The enantiomerically pure allylic o-DPPB esters having an additional oxygen functionality in the homoallylic position served as the building blocks for iterative propionate insertion. It was observed that asymmetric sharpless epoxidation of allylic alcohol followed by an epoxide ring opening with a hydride nucleophile produced the acetate-propionate structures. The process allowed the stereoselective construction of 1,5-skipped oligomethyl chains of isoprenoid or polyketide origin. Crotonaldehyde was used and treated with HCN in the presence of the oxynitrilase from bitter almonds to furnish the (R)-cyanohydrin with high levels of enantioselectivity. The nitrile function was transformed into the ethyl ester using a Pinner reaction protocol.