187404-46-2

Upstream product

• 108-05-4 vinyl acetate 
• 50648-70-9 trans-2-benzylidenecyclohexanol 
• 108-22-5 Isopropenyl acetate 
• 66920-76-1 (3E)-4-(naphthalen-1-yl)but-3-en-2-ol 
• 5682-83-7 (E)-2-benzylidenecyclohexanone 
• 108-94-1 cyclohexanone 
• 100-52-7 benzaldehyde 

Downstream Products

• 187404-47-3 (R)-2-[1-phenyl-(E)-methylidene]-1-cyclohexanol 
• 64363-90-2 (+)-(2R)-2-acetoxycyclohexanone 
• 34281-93-1 (R)-2-phenylcyclohexanone 
• 679431-93-7 (R)-(-)-2-(4-methylpentyl)cyclohexan-1-one 
• 146144-72-1 (S,E)-((2-methylcyclohexylidene)methyl)benzene 
• 1400924-35-7 (S,E)-(2-benzylidenecyclohexyl)benzene 
• 1400924-36-8 (S,E)-((2-pentylcyclohexylidene)methyl)benzene 
• 1400924-38-0 (R,E)-((2-(4-methylpentyl)cyclohexylidene)methyl)benzene 

Relevant academic research and scientific papers

Enantioselective route to ketones and lactones from exocyclic allylic alcohols via metal and enzyme catalysis

A general and efficient route for the synthesis of enantiomerically pure α-substituted ketones and the corresponding lactones has been developed. Ruthenium- and enzyme-catalyzed dynamic kinetic resolution (DKR) with a subsequent Cu-catalyzed α-allylic substitution are the key steps of the route. The α-substituted ketones were obtained in high yields and with excellent enantiomeric excess. The methodology was applied to the synthesis of a naturally occurring caprolactone, (R)-10-methyl-6-undecanolide, via a subsequent Baeyer-Villiger oxidation.

Chemoenzymatic dynamic kinetic resolution of allylic alcohols: A highly enantioselective route to acyloin acetates

Dynamic kinetic resolution (DKR) of a series of sterically hindered allylic alcohols has been conducted with Candida antarctica lipase B (CALB) and ruthenium catalyst 1. The optically pure allylic acetates obtained were subjected to oxidative cleavage to

One-pot synthesis and resolution of chiral allylic alcohols

Substituted α,β-unsaturated ketones were selectively reduced to the corresponding allylic alcohols under mild reaction conditions. The allylic alcohols thus obtained were kinetically resolved by lipase catalyzed transesterification in the same pot to affo

Microbially-aided preparation of (S)-2-methoxycyclohexanone key intermediate in the synthesis of Sanfetrinem

(S) 2-Methoxycyclohexanone 1, useful intermediate in the synthesis of Sanfetrinem 2, is obtained from (S) α-benzylidene cyclohexanol 4, derived from the ketone 3 through a short sequence involving as key step yeast reduction of the carbonyl group. The (R) enantiomer of 1 is similarly accessible from the (R) enantiomer of 4 obtained either upon Candida lipolytica-mediated reduction of 3 or from (R,S)-4 by porcine pancreatic lipase catalyzed acetylation with vinyl acetate. Also the saturated carbinols 7 and 8, which accompany 4 in the microbial reduction of 3, are converted into 1 through unexceptional steps. Nocardia opaca, Pichia etchelsii and Mucor subtilissimus provide from 3 upon reduction (S)-configurated 4, 7 and 8 possessing moderate-high ee values.