81186-53-0

Upstream product

• 133464-92-3 2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dihydro-2H-naphthalen-1-one 
• 100-52-7 benzaldehyde 
• 545376-55-4 trichloro-acetic acid 3,4-dihydro-naphthalen-1-yl ester 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 38858-72-9 1-trimethylsiloxy-3,4-dihydronaphthalene 

Relevant academic research and scientific papers

Basic Anion-Exchange Resin-Catalyzed Aldol Condensation of Aromatic Ketones with Aldehydes in Continuous Flow

A general method for the aldol condensation of aromatic ketones with aldehydes was developed under continuous-flow conditions using a commercially available, strongly basic anion-exchange resin (A26) as catalyst. This procedure, in addition to exhibiting a wide substrate scope, promoted carbon-carbon bond formation under mild conditions using a quasi-stoichiometric ratio of starting reagents with good to excellent yields, thereby forming a limited amount of waste and allowing the process to be applied to sequential-flow systems. A proof of concept was developed in the first fully heterogeneously catalyzed two-step flow synthesis of donepezil, which is a blockbuster commercial anti-Alzheimer's drug.

Asymmetric aldol reaction catalyzed by a chiral phosphine-silver complex

A catalytic asymmetric aldol reaction of alkenyl trihaloacetates or a γ,δ-unsaturated δ-lactone with aldehydes or an α-keto ester was achieved by using a 2,2′-bis(diphenylphosphino)-1,1′- binaphthyl·silver trifluoromethanesulfonate complex as the chiral p

Development of N,N-bis(perfluoroalkanesulfonyl)squaramides as new strong Br?nsted acids and their application to organic reactions

New strong Br?nsted acids derived from a squaric acid scaffold bearing different perfluoroalkanesulfonyl groups have been developed and applied to several organic reactions. These squaramides are bench-stable and exhibit much higher reactivities in several organic reactions than squaric acid itself. N,N-Bis(trifluoromethanesulfonyl)squaramide 2a was applied to the Mukaiyama aldol reaction and Mukaiyama Michael reaction. Mechanistic studies revealed that the Br?nsted acid might be the predominant catalyst through direct protonation of carbonyl compound by the acid itself rather than the silylated Br?nsted acid. The utility of this acid 2a was further extended to Hosomi-Sakurai allylation of aldehydes and a carbonyl-ene reaction. Furthermore, other squaramides 2b and c bearing longer perfluoroalkyl chains have been developed, which are also bench-stable and displayed similar reactivities with squaramide 2a in several organic reactions.

Dibutyltin dimethoxide and BINAP · silver(I) complex-catalyzed asymmetric aldol reaction of alkenyl trichloroacetates with aldehydes

A catalytic asymmetric aldol reaction of alkenyl trichloroacetates with aldehydes was achieved using dibutyltin dimethoxide and BINAP · silver(I) complex as catalysts in a mixed solvent consisting of THF and MeOH. Various optically active β-hydroxy ketone

Chemoselective aldol condensation in 5 mol dm 3 lithium perchlorate-nitromethane. A comparison with lithium perchloratediethyl ether medium

Aldol reactions of silyl enol ethers with aldehydes proceed in 5 mol dm 3 lithium perchlorate-nitromethane medium at ambient temperature. The reaction is highly chemoselective such that only aldehydes and cyclic ketones reacted while acyclic and aromatic ketones failed to react. The same reaction is not promoted in 5 mol dm"3 lithium perchlorate-diethyl ether medium. The difference between these two media is explained by the increased Lewis acidity of the lithium ion in nitromethane compared to that in ether.