101419-91-4

Upstream product

• 101419-88-9 (2E,6E)-3,7-dimethyl-8-<(tert-butyldimethylsilyl)oxy>-2,6-octene 
• 101419-89-0 (2E,6E)-2,6-dimethyl-2,6,8-nonatrienyl tert-butyldimethylsilyl ether 
• 90460-86-9 (2E,6E)-8-<(tert-Butyl)dimethylsilyloxy>-3,7-dimethylocta-2,6-dien-1-ol 
• 101419-90-3 (3E,7E)-4,8-dimethyl-9-<(tert-butyldimethylsilyl)oxy>-3,7-nonadien-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

Condensation of Long-Chain α-Phosphono Carboxylates with Aldehydes

The condensation of several long-chain α-phosphono carboxylates with propanal was examined as a prototype route to trans and cis α-substituted conjugated esters.With the diisopropylphosphono and the dimethylphosphono bis-homogeranic esters A6 and A7, the trans product predominated by ca. 9:1.A similar trend was observed with the diisopropyl and dimethyl α-phosphono-ω-undecylenates B3 and B4.The bis(trifluoroethyl) α-phosphono-ω-undecylenate B5 afforded the cis product B11 as the major isomer with 8:1 stereoselectivity.Condensations of the α-(triphenylphosphorylidene)-ω-dodecenylate C3 with several representative aldehydes gave only trans products within the limits of detection.Thus, α-phosphorylidene esters show uniformly high trans stereoselectivity regardless of α-alkyl substitution.The phosphonates, on the other hand, show markedly diminished stereoselectivity when long-chain α-substituents are present.