1332645-27-8

Basic information

• Product Name: (R)-4-phenyl-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one
• Synonyms: (R)-4-phenyl-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one
• CAS NO: 1332645-27-8
• Molecular Weight: 318.295
• Mol File: 1332645-27-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (R)-4-phenyl-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-phenyl-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one(1332645-27-8)
• EPA Substance Registry System: (R)-4-phenyl-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one(1332645-27-8)

Safety Data

• Hazardous Substances Data: 1332645-27-8(Hazardous Substances Data)

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 68204-17-1 3-phenylbut-2-enoyl chloride 
• 1196-67-4 3-phenyl-2-butenal 
• 1504-72-9 ethyl 3-phenylbut-2-enoate 
• 54976-37-3 3-phenylbut-2-en-1-ol 
• 98-86-2 acetophenone 
• 1377848-17-3 (RS)-4-phenyl-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one 

Relevant articles and documents

Aerobic Oxidation/Annulation Cascades through Synergistic Catalysis of RuCl3 and N-Heterocyclic Carbenes

Cooperative catalysis combining a transition metal with an N-heterocyclic carbene is challenging due to strong binding of NHCs towards late transition metals. We report the first example of synergistic catalysis by a chiral NHC and a coordinatively unsaturated ruthenium compound. RuCl3 was found to mediate efficient aerobic oxidation of homoenolates generated from enals and the N-heterocyclic carbene. The resulting α,β-unsaturated acylazolium intermediate reacts selectively with 1,3-dicarbonyl compounds or ketones at either the β- or γ-carbon, yielding polysubstituted chiral lactones in high yield and with excellent enantioselectivity (up to 98 % yield, 94 % ee). This protocol can be applied to structurally sophisticated substrates.

Oxidative γ-addition of enals to trifluoromethyl ketones: Enantioselectivity control via lewis acid/n-heterocyclic carbene cooperative catalysis

An oxidative γ-functionalization of enals under N-heterocyclic carbene (NHC) catalysis to give unsaturated δ-lactones is disclosed. Enantioselectivity control involving the relatively remote enal γ-carbon was achieved via Lewis acid [Sc(OTf)3 or combined Sc(OTf) 3/Mg(OTf)2] and NHC cooperative catalysis.