137542-86-0

Basic information

• Product Name: Benzenepropanal, b-cyclohexyl-, (R)-
• CAS NO: 137542-86-0
• Molecular Formula: C15H20O
• Molecular Weight: 216.323
• Mol File: 137542-86-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzenepropanal, b-cyclohexyl-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanal, b-cyclohexyl-, (R)-(137542-86-0)
• EPA Substance Registry System: Benzenepropanal, b-cyclohexyl-, (R)-(137542-86-0)

Safety Data

• Hazardous Substances Data: 137542-86-0(Hazardous Substances Data)

Upstream product

• 26482-40-6 3-cyclohexyl-3-phenylprop-2-en-1-ol 
• 14371-10-9 (E)-3-phenylpropenal 
• 125764-09-2 tetraethylammonium bis<α,α-bis(trifluoromethyl)benzenemethanolato(2-)-C²,O>cyclohexylsilicate 
• 462093-58-9 (2E)-3-cyclohexyl-3-phenylprop-2-en-1-ol 
• 87666-41-9 ethyl (2Z)-3-cyclohexyl-3-phenyl prop-2-enoate 
• 87666-40-8 ethyl (2E)-3-cyclohexyl-3-phenyl prop-2-enoate 
• 1539-59-9 4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester 
• 104-55-2 3-phenyl-propenal 
• 712-50-5 Cyclohexyl phenyl ketone 
• 137542-77-9 (4S)-4-tert-butyl-2-((E)-2-cyclohexylethenyl)-2-oxazoline 
• 327025-39-8 (R)-3-cyclohexyl-3-phenylpropanoic acid 
• 137542-88-2 (+)-(R)-3-cyclohexyl-3-phenylpropan-1-ol 
• 137542-82-6 (S)-4-tert-Butyl-2-((R)-2-cyclohexyl-2-phenyl-ethyl)-4,5-dihydro-oxazole 

Downstream Products

• 137542-88-2 (+)-(R)-3-cyclohexyl-3-phenylpropan-1-ol 
• 137542-92-8 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-cyclohexyl-3-phenyl-propyl ester 

Relevant articles and documents

A General Organocatalytic System for Enantioselective Radical Conjugate Additions to Enals

Herein, we report a general iminium ion-based catalytic method for the enantioselective conjugate addition of carbon-centered radicals to aliphatic and aromatic enals. The process uses an organic photoredox catalyst, which absorbs blue light to generate radicals from stable precursors, in combination with a chiral amine catalyst, which secures a consistently high level of stereoselectivity. The generality of this catalytic platform is demonstrated by the stereoselective interception of a wide variety of radicals, including non-stabilized primary ones which are generally difficult to engage in asymmetric processes. The system also served to develop organocatalytic cascade reactions that combine an iminium-ion-based radical trap with an enamine-mediated step, affording stereochemically dense chiral products in one-step.

Direct Stereoselective Installation of Alkyl Fragments at the β-Carbon of Enals via Excited Iminium Ion Catalysis

The direct introduction of sp3 carbon fragments at the β position of α,β-unsaturated aldehydes is greatly complicated by competing 1,2-addition manifolds. Previous catalytic enantioselective conjugate addition methods, based on the use of organometallic reagents or ground-state iminium ion activation, could not provide general and efficient solutions. We report herein that, by turning them into strong oxidants, visible light excitation of chiral iminium ions triggers a stereocontrolled radical pathway that exclusively affords highly enantioenriched β-substituted aldehydes bearing a variety of alkyl fragments.

Enantioselective isomerization of primary allylic alcohols into chiral aldehydes with the tol-binap/dbapen/ruthenium(II) catalyst

Efficient isomerization: The title reaction was catalyzed by the [RuCl 2{(S)-tol-binap}{(R)-dbapen}]/KOH system in ethanol at 25°C (see scheme). A series of E- and Z-configured aromatic and aliphatic allylic alcohols, including a simple primary alkyl-substituted compound (E)-3-methyl-2-hepten-1-ol, were transformed into the chiral aldehydes with at least 99 % ee. dbapen=2-dibutylamino-1-phenylethylamine, tol-binap=2,2′- bis(di-4-tolylphosphanyl)-1,1′-binaphthyl. Copyright