85970-80-5

Upstream product

• 81602-60-0 1,2-dibromo-1-cyclohexylethane 
• 695-12-5 vinylcyclohexane 

Downstream Products

• 251928-76-4 2-(1-cyclohexyl-vinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 66336-30-9 Bicyclohexyl-1-en-4-ol 
• 32399-81-8 2-cyclohexyl-1,3-butadiene 
• 894771-04-1 (R)-2-(1-cyclohexyl-ethyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 140226-97-7 tert-Butyl-((E)-(S)-3-cyclohexyl-1-methyl-but-2-enyloxy)-dimethyl-silane 
• 140227-03-8 tert-Butyl-((Z)-(S)-3-cyclohexyl-1-methyl-but-2-enyloxy)-dimethyl-silane 
• 140227-01-6 ((E)-3-Cyclohexyl-1-methyl-but-2-enyl)-benzene 
• 140227-07-2 ((Z)-3-Cyclohexyl-1-methyl-but-2-enyl)-benzene 
• 140226-83-1 Dithiocarbonic acid S-[(Z)-(S)-4-(tert-butyl-dimethyl-silanyloxy)-2-cyclohexyl-pent-2-enyl] ester S-methyl ester 
• 140227-09-4 tert-Butyl-((S)-3-cyclohexyl-1-methyl-but-3-enyloxy)-dimethyl-silane 
• 140227-13-0 (3-Cyclohexyl-1-methyl-but-3-enyl)-benzene 

Relevant academic research and scientific papers

Catalytic Asymmetric Halogenation/Semipinacol Rearrangement of 3-Hydroxyl-3-vinyl Oxindoles: A Stereodivergent Kinetic Resolution Process

A highly enantioselective halogenation/semipinacol rearrangement of isatin-derived allylic alcohols has been developed with a chiral N,N′-dioxide/ScIII complex as catalyst. This strategy involved a pivotal stereodivergent kinetic resolution process and provided a facile and efficient entry to optically active halo-substituted quinolone derivatives and quinoline alkaloids with a quaternary stereocenter simultaneously under mild reaction conditions. Based on the control experiments together with kinetic studies and DFT calculations, a possible catalytic cycle was proposed to illustrate the reaction process and enantiocontrol.

A Cascade Suzuki-Miyaura/Diels-Alder Protocol: Exploring the Bifunctional Utility of Vinyl Bpin

Cascade reactions are an important strategy in reaction design, allowing streamlining of chemical synthesis. Here we report a cascade Suzuki-Miyaura/Diels-Alder reaction, employing vinyl Bpin as a bifunctional reagent in two distinct roles: as an organoboron nucleo phile for cross-coupling and as a Diels-Alder dienophile. Merging these two reactions enables a rapid and operationally simple synthesis of functionalized carbocycles in good yield. The effect of the organoboron subtype on Diels-Alder regioselectivity was investigated and postsynthetic modifications were carried out on a model substrate. The potential for a complementary Heck/Diels-Alder process was also assessed.

One-pot synthesis of substituted styrenes from vicinal dibromoalkanes and arylboronic acids

Dehydrobromination of vicinal dibromoalkanes in systems comprising 1,2-dimethoxy-ethane, N-butyl-N′-methylimidazolium tetrafluoroborate (or tetrabutylammonium bromide), and a base with subsequent palladium-catalyzed cross-coupling of the thus formed bromoalkenes with arylboronic acids furnished substituted styrenes. Springer Science+Business Media, Inc. 2007.