443883-74-7Relevant academic research and scientific papers
(1R,5R)-1-(1-dimethylaminoethyl)-2-isopropylidene-5-methylcyclohexanol as a chiral ligand in the enantioselective addition of diethylzinc to aldehydes
Yadav, Ashok K.,Kumar, Manoj,Yadav, Tripti,Jain, Renuka
experimental part, p. 712 - 714 (2010/06/13)
An efficient chiral ligand, (1R,5R)-1-(1-dimethylaminoethyl)-2- isopropylidene-5-methylcyclohexanol, has been developed for the enantioselective addition of diethylzinc to some prochiral aldehydes to afford S-alcohols. The overall conversion rate was 80-98% with excellent enantiomeric excess (79-98%). Georg Thieme Verlag Stuttgart ? New York.
A convergent synthesis of the spiroketal moiety of the HIV-1 protease inhibitors didemnaketals
Jia, Yan Xing,Li, Xin,Wu, Bin,Zhao, Xue Zhi,Tu, Yong Qiang
, p. 1697 - 1708 (2007/10/03)
The stereoselective synthesis of the spiroketal fragment 4a and its C1″-epimer 4b of the HIV-1 protease inhibitors didemnaketals has been carried out through multisteps from the natural (R)-(+)-pulegone, which involved the diastereoselective construction of four chiral carbon centers by intramolecular chiral induction.
The first enantioselective synthesis of (-)-microcionin 2
Potvin, Steeves,Canonne, Persephone
, p. 2821 - 2824 (2007/10/03)
An approach known to give regiospecific and stereospecific reactions has been applied to the enantioselective synthesis of the natural (-)-microcionin 2 (1), a prototype of trans relationship of the methyl groups on the furanosesquiterpenes.
A Reinvestigation of the Meerwein-Ponndorf-Verley Reduction: A Highly Efficient Variation Using Zirconium Catalysts
Knauer, Birgit,Krohn, Karsten
, p. 677 - 684 (2007/10/02)
A new variation of the Meerwein-Ponndorf-Verley reduction based on mechanistic considerations is presented.Under optimized conditions 1-(4-dimethylaminophenyl)ethanol was used as the reducing alcohol (2-4 equiv.), Zr(O-tBu)4 as the catalyst (0.2 equiv.), and toluene or cyclohexane as the solvent.Aldehydes and ketones (if not extremely sterically hindered) were reduced to the corresponding alcohols at room temperature mostly within 2-4 h in essentially quantitative yield. α,β-Unsaturated carbonyl compounds cleanly react in a 1,2-mode to afford the corresponding allylic alcohols. - Key Words: Reductions / Meerwein-Ponndorf-Verley reaction / Catalysis / Zirconium tetra-tert-butoxide / β-Hydride shift / Kinetics
