109380-16-7Relevant academic research and scientific papers
Highly enantioselective and regioselective carbonyl reduction of cyclic α,β-unsaturated ketones using TarB-N02 and sodium borohydride
Kim, Jinsoo,Bruning, John,Park, Kevin E.,Lee, David J.,Singaram, Bakthan
supporting information; experimental part, p. 4358 - 4361 (2009/12/24)
Asymmetric 1,2-reduction of α,β-unsaturated ketones using TarB-NO2 and NaBH4 Is reported. Simple cycloalkenones give products In low enantiomeric excess. However, cycloalkenones with a-substituents, such as halides, alkyl, and aryl, have been enantioselectively reduced with this system to yield chiral allylic alcohols In enantiomeric excess up to 99%. The starting materials for TarB-N02 are inexpensive, and the boronlc acid can be easily recovered In high yield by a simple acid extraction.
Chemo-enzymatic synthesis of chiral cyclic compounds: Efficient kinetic resolution of 2-bromo-2-cyclohexenol
Noheda, Pedro,Garcia, German,Pozuelo, M. Carmen,Herradon, Bernardo
, p. 2801 - 2804 (2007/10/03)
The kinetic resolution of 2-bromo-2-cyclohexenol has been achieved through enzyme-mediated transesterification in organic solvents, using vinyl acetate as the irreversible acylating agent. The effect of the enzyme and the solvent on the velocity and the enantioselectivity of the transformation has been studied. Also the influences of the size of the carbocyclic ring and the substituent in the 2-position have been briefly examined.
Lipase-mediated Resolution of 2-Cyclohexen-1-ols as Chiral Building Blocks en route to Eburnane Alkaloids
Carrea, Giacomo,Danieli, Bruno,Palmisano, Giovanni,Riva, Sergio,Santagostino, Marco
, p. 775 - 784 (2007/10/02)
Lipase catalyzed esterification of several 2-cyclohexen-1-ols proceeds with excellent enantioselectivity leading to (S)-enantiomers as promising chiral building blocks en route to eburnane alkaloids.
