201145-41-7Relevant academic research and scientific papers
Molecular recognition of α,β-unsaturated carbonyl compounds using aluminum tris(2,6-diphenylphenoxide) (ATPH): Structural and conformational analysis of ATPH complexes and application to the selective vinylogous aldol reaction
Saito, Susumu,Nagahara, Takashi,Shiozawa, Masahito,Nakadai, Masakazu,Yamamoto, Hisashi
, p. 6200 - 6210 (2007/10/03)
Various α,β-unsaturated carbonyl compounds were coordinated with aluminum tris(2,6-diphenylphenoxide) (ATPH) to give the corresponding Lewis acid-base complexes in a distinctive coordination fashion (selective coordination). ATPH recognizes carbonyl substrates and subsequently orients itself as it forms a stable complex through selective coordination with the carbonyl oxygen. Selective coordination also confers a conformational preference to each carbonyl compound under the steric and electronic influence of ATPH, which enables the vinylogous aldol reaction of α,β-unsaturated carbonyl compounds to give the corresponding γ-aldol products with different regio- and stereoselectivities.
Biocatalyzed preparation of the optically enriched stereoisomers of 4-methyl-2-phenyl-tetrahydro-2H-pyran (Doremox)
Brenna, Elisabetta,Fuganti, Claudio,Ronzani, Sabrina,Serra, Stefano
, p. 714 - 723 (2007/10/03)
The four stereoisomers of the rose oxide analogue Doremox were prepared in enantiomerically enriched form by enantiospecific bakers' yeast reduction of suitable derivatives and by lipase-mediated kinetic resolution of diol precursors.
Unprecedented Route to Enolates from Silyl Enol Ethers and Enol Acetates: Reaction with Hard and Soft Electrophiles
Duhamel, Pierre,Cahard, Dominique,Poirier, Jean-Marie
, p. 2509 - 2512 (2007/10/02)
Reaction of silyl enol ethers with lithium, sodium or better, potassium alkoxides resulted in a rapid formation of enolates which were trapped with hard electrophiles and benzaldehyde.Moreover, in the aldolisation reaction, only a catalytic amount of alka
