68668-75-7

Upstream product

• 708-83-8 (2E)-2-methyl-3-phenylbut-2-enoic acid 
• 52094-28-7 (E)-2-Methyl-3-phenyl-2-butensaeure-ethylester 
• 10488-87-6 ethyl 2-benzoylpropionate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 1357485-60-9 ethyl (Z)-2-methyl-3-phenyl-3-(trifluoromethylsulfonyloxy)prop-2-enoate 

Downstream Products

• 1370641-34-1 (S)-4-isopropyl-3-[(1Z,4E)-4-methyl-3-oxo-1,5-diphenylhexa-1,4-dien-2-yl]oxazolidin-2-one 
• 1643935-64-1 (2E,5E)-naphthalen-2-yl 3-(benzhydryloxy)-2,5-dimethyl-4-oxo-6-phenylhepta-2,5-dienoate 
• 1643935-63-0 (2E,5E)-phenyl 3-(benzhydryloxy)-2,5-dimethyl-4-oxo-6-phenylhepta-2,5-dienoate 

Relevant academic research and scientific papers

Diastereospecific nazarov cyclization of fully substituted dienones: Generation of vicinal all-carbon-atom quaternary stereocenters

No vacancy: Fully substituted dienones that are highly polarized by a vinylogous carbonate group were found to undergo a remarkably rapid and diastereospecific Nazarov cyclization that led to cyclopentenones with vicinal all-carbon-atom quaternary centers (see example; SEM=2-(trimethylsilyl) ethoxymethyl, Tf=trifluoromethanesulfonyl). Copyright

Catalytic Enantioselective Nazarov Cyclization

A detailed account of an asymmetric Nazarov cyclization that leads to α-hydroxycyclopentenones bearing either vicinal, all-carbon quaternary centers, or vicinal quaternary and tertiary centers is given. The all-aliphatic examples represent the greatest challenge, as the dienone starting materials are not activated toward cyclization by an aryl group. The rational design and optimization of the substrates in parallel with optimization of the chiral Br?nsted acid catalyst is also described, as well as a series of diastereoselective transformations of a fully substituted cyclopentenone product.

Catalytic enantioselective nazarov cyclization: Construction of vicinal all-carbon-atom quaternary stereocenters

The diastereoselective asymmetric synthesis of vicinal all-carbon-atom quaternary stereocenters is a challenging problem in organic synthesis for which only few solutions have been described. A catalytic asymmetric Nazarov cyclization of fully substituted dienones that provides cyclopentenone derivatives with vicinal quaternary stereocenters in high optical purity and as single diastereoisomers is now reported.