51368-58-2

Upstream product

• 2719-27-9 cyclohexanylcarbonyl chloride 
• 98-89-5 Cyclohexanecarboxylic acid 
• 29548-87-6 1-bromocyclohexanecarboxylic acid chloride 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 1449522-52-4 isopropyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-1-enecarboxylate 
• 472963-08-9 isopropyl (3R)-3-hydroxycyclohex-1-ene-1-carboxylate 
• 99438-50-3 (1S,3S)-3-hydroxycyclohexane-1-carboxylic acid isopropyl ester 
• 122689-79-6 isopropyl 3-oxocyclohex-1-ene-1-carboxylate 
• 472963-07-8 isopropyl 3-hydroxycyclohex-1-ene-1-carboxylate 
• 30434-55-0 isopropyl cyclohex-1-ene-1-carboxylate 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of enantiopure isopropyl (3R)- and (3S)-3-hydroxycyclohex-1-ene-1-carboxylates and their reduction to isomers of isopropyl 3-hydroxy-cyclohexane-1-carboxylate

Reduction of an α,β-unsaturated cyclic ketone with Geotrichum candidum affords the corresponding (S)-allylic alcohol, while enantiospecific oxidation of the corresponding racemic alcohols leaves the (R)-enantiomer unchanged, giving access to both enantiomeric forms. Subsequent chemical reduction of the double bond of these homochiral allylic alcohol allows all isomers of the corresponding cyclohexanols to be obtained.

Iridium(I)-catalyzed vinylic C-H borylation of 1-cycloalkenecarboxylates with bis(pinacolato)diboron

Ir(i)-catalyzed C-H borylation of 1-cycloalkenecarboxylic derivatives with bis(pinacolato)diboron affords various alkenylboronates with functional groups in excellent yields. This reaction was also used in a one-pot borylation/Suzuki-Miyaura cross-coupling procedure.