435269-65-1

Basic information

• Product Name: Cycloheptanone, 3-phenyl-, (3S)-
• Synonyms: Cycloheptanone,3-phenyl-,(3S)
• CAS NO: 435269-65-1
• Molecular Formula: C13H16O
• Molecular Weight: 188.269
• Mol File: 435269-65-1.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: Cycloheptanone, 3-phenyl-, (3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cycloheptanone, 3-phenyl-, (3S)-(435269-65-1)
• EPA Substance Registry System: Cycloheptanone, 3-phenyl-, (3S)-(435269-65-1)

Safety Data

• Hazardous Substances Data: 435269-65-1(Hazardous Substances Data)

Upstream product

• 1121-66-0 2-Cyclohepten-1-one 
• 16635-23-7 phenyltriisopropoxytitanium(IV) 
• 934-56-5 trimethyl(phenyl)stannane 
• 502-42-1 cycloheptanone 
• 98-80-6 phenylboronic acid 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 312-40-3 difluorodiphenylsilane 
• 368-47-8 phenyltrifluorosilane 
• 603-33-8 triphenylbismuthane 
• 23418-91-9 9-phenyl-9-borabicyclo[3.3.1]nonane 
• 123-38-6 propionaldehyde 
• 3262-89-3 triphenylboroxine 

Relevant articles and documents

Generation of chiral boron enolates by rhodium-catalyzed asymmetric 1,4-addition of 9-aryl-9-borabicyclo[3.3.1]nonanes (B-Ar-9BBN) to α,β-unsaturated ketones

Asymmetric 1,4-addition of 9-phenyl-9-borabicyclo[3.3.1]nonane (2m) to 2-cyclohexenone (1a) proceeded with high enantioselectivity in toluene at 80 °C in the presence of 3 mol % of a rhodium catalyst generated from [Rh(OMe)(cod)]2 and (S)-binap to give a high yield of boron enolate (S)3am, which is 98% enantiomerically pure. Reaction of the boron enolate 3am with electrophiles, methanol-d, propanal, and allyl bromide, gave the corresponding 2-substituted (3S)-3-phenylcyclohexanones with perfect regio- and diastereoselectivity.

trans-Cyclooctenes as Chiral Ligands in Rhodium-Catalyzed Asymmetric 1,4-Additions

trans-Cyclooctenes serve as asymmetric ligands for the rhodium-catalyzed 1,4-additions of organotin reagents to enones. We demonstrate, for the first time, that these chiral olefins can provide efficient coordination spheres for asymmetric metal catalysis. As the asymmetric environment around the reaction site is constructed by the trans-cyclooctene framework, the introduction of a substituent at the allylic position further improves enantioselectivity to 93 % ee. These findings provide new chiral framework designs for the asymmetric ligands of metal catalysts.

Planar-chiral phosphine-olefin ligands exploiting a (Cyclopentadienyl)manganese(I) scaffold to achieve high robustness and high enantioselectivity

A series of 2-methyl-1,3-propenylene-bridged (η5-diarylphosphinocyclopentadienyl)(phosphine)manganese(I) di-carbonyl complexes 2 have been developed as a new class of phosphine-olefin ligands based on a planar-chiral transition-metal scaffold,