43108-70-9

Basic information

• Product Name: Cyclopentanone, 2-[(R)-hydroxyphenylmethyl]-, (2R)-rel-
• CAS NO: 43108-70-9
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Mol File: 43108-70-9.mol
• Article Data: 66

Chemical Properties

• CAS DataBase Reference: Cyclopentanone, 2-[(R)-hydroxyphenylmethyl]-, (2R)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentanone, 2-[(R)-hydroxyphenylmethyl]-, (2R)-rel-(43108-70-9)
• EPA Substance Registry System: Cyclopentanone, 2-[(R)-hydroxyphenylmethyl]-, (2R)-rel-(43108-70-9)

Safety Data

• Hazardous Substances Data: 43108-70-9(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 120-92-3 cyclopentanone 
• 1056246-36-6 2-bromocyclopentanone 
• 372493-23-7 1-trimethoxysilyloxycyclopentene 
• 219583-51-4 trichloro<(cyclopentenyl)oxy>silane 
• 37160-52-4 lithium cyclopent-1-enolate 
• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 109863-09-4 (1-cyclopentenyloxy)dimethoxyborane 
• 134749-87-4 2-(2-trimethylsilanylphenyl)-1,3-dioxolane 
• 693-03-8 n-butyl magnesium bromide 
• 930-30-3 cyclopent-2-enone 
• 75-77-4 chloro-trimethyl-silane 
• 705933-33-1 1-tris(pentafluorophenyl)silyloxycyclopentene 
• 545376-56-5 1-trichloroacetoxycyclopentene 

Downstream Products

• 1921-90-0 2-benzylidenecyclopentanone 
• 1921-90-0 (E)-2-benzylidenecyclopentanone 
• 131923-99-4 (E)-6-Phenyl-hex-5-enoic acid 2-hydroxy-ethyl ester 

Relevant articles and documents

Photocontrolled Cobalt Catalysis for Selective Hydroboration of α,β-Unsaturated Ketones

Selectivity between 1,2 and 1,4 addition of a nucleophile to an α,β-unsaturated carbonyl compound has classically been modified by the addition of stoichiometric additives to the substrate or reagent to increase their “hard” or “soft” character. Here, we demonstrate a conceptually distinct approach that instead relies on controlling the coordination sphere of a catalyst with visible light. In this way, we bias the reaction down two divergent pathways, giving contrasting products in the catalytic hydroboration of α,β-unsaturated ketones. This includes direct access to previously elusive cyclic enolborates, via 1,4-selective hydroboration, providing a straightforward and stereoselective route to rare syn-aldol products in one-pot. DFT calculations and mechanistic experiments confirm two different mechanisms are operative, underpinning this unusual photocontrolled selectivity switch.

Ion-Tagged Prolinamide Organocatalysts for the Direct Aldol Reaction On-Water

A concise synthesis of two imidazolium ion-tagged prolinamide organocatalysts 3 and 4, varying in anionic component (CF3COO- and PF6 -, respectively) is presented. The latter could be classified as an ionic liqu

Chiral Br?nsted Acid as a True Catalyst: Asymmetric Mukaiyama Aldol and Hosomi-Sakurai Allylation Reactions

Highly diastereo- and enantioselective Mukaiyama aldol reaction catalyzed by a new chiral Br?nsted acid, N-(perfluorooctanesulfonyl)thiophosphoramide, is described. The perfluorooctyl substituent on the sulfonyl group of the catalyst plays an essential role in the stereoselection. The catalyst also allows the asymmetric Hosomi-Sakurai allylation, which has been considerably challenging due to the low reactivity of allylsilanes. 29Si and 31P NMR monitoring reveals the characteristic feature of the thiophosphoramide catalyst, acting as a strong Br?nsted acid even in the presence of excess silyl nucleophiles, which cannot be found in other related phosphoric acid analogues.