1126906-68-0Relevant academic research and scientific papers
Enantioselective preparation of δ-valerolactones with horse liver alcohol dehydrogenase
Diaz-Rodriguez, Alba,Iglesias-Fernandez, Javier,Rovira, Carme,Gotor-Fernandez, Vicente
, p. 977 - 980 (2014/05/06)
Horse liver alcohol dehydrogenase (HLADH) has been found to be a versatile biocatalyst for the desymmetrization of prochiral 3-arylpentane-1,5-diols, based on a two-step one-pot oxidation. This procedure has allowed the formation of valuable (S)-lactones in good to excellent conversions and enantiomeric excess. The catalytic performance of HLADH has been studied using several cofactor regeneration systems and cosolvents, finding great improvements in terms of activity with L-lactate dehydrogenase, while the stereoselectivity of the process was significantly improved when using tetrahydrofuran. Docking studies has revealed the pattern substitution importance in the selectivity and activity of this oxidative process. Not just horsing around: Horse liver alcohol dehydrogenase is found to be a versatile biocatalyst for the desymmetrization of 3-arylpentane-1,5-diols through a two-step one-pot oxidation. The catalytic performance of horse liver alcohol dehydrogenase (HLADH) is studied with several cofactor regeneration systems and cosolvents. Docking studies reveal the importance of pattern substitution in the selectivity and activity of this biotransformation.
Highly active rhodium catalyst with electron-poor diphosphine enables efficient synthesis of chiral 4-aryl-δ-lactones
Korenaga, Toshinobu,Maenishi, Ryota,Osaki, Kazutaka,Sakai, Takashi
body text, p. 157 - 162 (2010/04/29)
Chiral 4-aryl-δ-lactones could be synthesized efficiently with high enantioselectivity through asymmetric 1,4-addition of arylboronic acid to α,β-unsaturated lactones using Rh catalyst including electron-poor diphosphine (MeO-F12-BIPHEP) at room temperature for 1 h. In particular, our catalytic system proved to be applicable to relatively large coumarin analogues, giving optically pure 4-phenylchroman-2-one analogues in a short time.
Base-base bifunctional catalysis: A practical strategy for asymmetric Michael addition of malonates to α,β-unsaturated aldehydes
Wang, Yongcan,Li, Pengfei,Liang, Xinmiao,Yea, Jinxing
supporting information; experimental part, p. 1383 - 1389 (2009/06/18)
Lewis base-Bronsted base bifunctional catalysis is a novel and practical strategy for the asymmetric Michael addition. The addition of malonates to a series of α,β-unsaturated aldehydes can take place under base-base bifunctional catalytic conditions using 0.5-5 mol% of (S)-2-[diphenyl(trimethylsilyloxy) methyl]pyrrolidine as catalyst and 5-30 mol% of lithium 4-fluorobenzoate as additive base with up to 99% ee.
