129170-75-8

Upstream product

• 121155-51-9 (3S,4R)-4-cyclohexyl-3-methyl-1-buten-4-ol 
• 74-85-1 ethene 
• 2043-61-0 cyclohexanecarbaldehyde 
• 6305-59-5 ethyl 3-hydroxy-3-cyclohexyl-2-methylpropanoate 
• 79-03-8 propionyl chloride 
• 917-54-4 methyllithium 
• 115362-12-4 (-)-(2S,3S)-2,3-epoxy-3-cyclohexyl-1-propanol 
• 42134-55-4 (E)-3-cyclohexyl-2-propen-1-ol 

Downstream Products

• 79388-54-8 2-Cyclohexyl-3-methyl-oxetane 
• 1047670-90-5 (4S,5R)-2,2,5-trimethyl-4-cyclohexyl-[1,3]-dioxane 

Relevant academic research and scientific papers

Rapid and stereochemically flexible synthesis of polypropionates: Super-silyl-governed aldol cascades

Polypropionates made EZ: The E/Z geometry of tris(trimethylsilyl)silyl super silyl enol ethers derived from propionaldehyde controls diastereoselectivity in the aldehyde crossed-aldol reaction. These silyl enol ethers can participate in polyaldol cascade reactions, thus allowing the one-pot synthesis of four different dipropionate stereotetrads (see scheme), and polyketides bearing up to five contiguous stereocenters.

Domino hydroformylation/enantioselective cross-aldol addition

A domino hydroformylation/enantioselective cross-aldol reaction sequence is reported. Starting from simple alkenes enantiomerically pure aldol addition products, which represent valuable building blocks for polypropionate construction, can be obtained in a one-pot operation.

Combined proline-surfactant organocatalyst for the highly diastereo- and enantioselective aqueous direct cross-aldol reaction of aldehydes

(Chemical Equation Presented) Why not combine the two? The asymmetric direct aldol reaction of two different aldehydes was catalyzed by a combined proline-surfactant organic catalyst in the presence of water. A stable emulsion was formed in the reaction mixture, and the aldols were obtained with excellent diastereo- and enantioselectivities (see scheme).

Aldol reactions on solid phase. Sc(OTf)3-catalyzed aldol reactions of polymer-supported silyl enol ethers with aldehydes providing convenient methods for the preparation of 1,3-diol, β-hydroxy carboxylic acid, and β-hydroxy aldehyde libraries

Aldol reactions on solid phase have been achieved. In the presence of a catalytic amount of scandium triflate (Sc(OTf)3), polymer-supported silyl enol ethers reacted with aldehydes to afford the corresponding β-hydroxy thioester derivatives, which were reduced to 1,3-diol and β-hydroxy aldehyde derivatives, or hydrolyzed to β-hydroxy carboxylic acid derivatives.

BCl3- and TiCl4-mediated reductions of β-hydroxy ketones

Syn-selective reduction protocols for β-hydroxy ketones are described exploiting the intermediacy of titanium and boron chelates derived from TiCl4 and BCl3, respectively. Reductions are conducted at -78°C in CH2Cl2/

Asymmetric synthesis using diisopropyl tartrate modified (E)- and (Z)-crotylboronates: Preparation of the chiral crotylboronates and reactions with achiral aldehydes

Diisopropyl tartrate modified (E)- and (Z)-crotylboronates 2 and 3 are easily prepared with very high isomeric purity (≥98% E for 2; ≥99% Z for 3) via the metalation of (E)- and (Z)-2-butene with n-BuLi and KOtBu in THF followed by treatment of the (E)- a