360768-07-6

Upstream product

• 253681-50-4 tert-butyldiphenylsilyl 3,3-dibromoprop-2-en-1-yl ether 
• 1066-54-2 trimethylsilylacetylene 

Downstream Products

• 550364-45-9 C₃₀H₃₆OSi₂ 
• 820219-29-2 C₃₀H₄₀OSi₂ 
• 550364-49-3 (2Z,4Z,6E,8E)-7-Methyl-3-phenyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraen-1-ol 
• 550364-48-2 (2Z,4Z)-3-phenyl-5-iodopentadien-1-ol 
• 550364-47-1 (E)-5-Iodo-3-phenyl-pent-2-en-4-yn-1-ol 
• 550364-46-0 (E)-3-Phenyl-pent-2-en-4-yn-1-ol 
• 856410-37-2 (2E,5Z)-(1R)-7-(tert-butyldiphenylsilyl)oxy-1-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]-dioxolan-4-yl}-5-methyl-hepta-2,5-dien-1-ol 
• 856410-50-9 (2E,5Z)-7-(tert-butyldiphenylsilyl)oxy-1-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]-dioxolan-4-yl}-5-methyl-hepta-2,5-dien-1-one 

Relevant academic research and scientific papers

Stereocontrolled synthesis of branched enyne by stepwise cross-coupling reactions of 1,1-dibromo-1-alkenes

Geometrically pure alkynyl, alkenyl and alkyl substituted branched enynes were prepared by the Sonogashira coupling followed by Sonogashira, Suzuki-Miyaura, and Kumada-Tamao-Corriu coupling reactions.

Trienylboronic acid, a versatile coupling tool for retinoid synthesis; Stereospecific synthesis of 13-aryl substituted (11Z)-retinal

Trienylboronic acid 1a was prepared from iodotriene 3, which was coupled with (2Z,4Z)-3-aryl-5-iodo-2,4-pentadienol 9 by Suzuki coupling reaction to give geometrically pure 13-aryl substituted (11Z)-retinol 10. Oxidation of 10 gave 13-aryl substituted (11Z)-retinal 11.

Studies on stereoselective Sonogashira coupling of 1,1-dibromo-1-alkene

The stereoselective Sonogashira coupling of 1,1-dibromo-1-alkene was described. The use of PdCl2(dppf) as a catalyst with trialkylsilylacetylene in benzene selectively gave the (Z)-bromoenyne (2a) along with small amounts of the enediyne (3a).