En Route to (S)-Selective Chemoenzymatic Dynamic Kinetic Resolution of Aliphatic Amines. One-Pot KR/Racemization/KR Sequence Leading to (S)-Amides
- 10 March 2009
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 74 (7) , 2901-2903
- https://doi.org/10.1021/jo900074w
Abstract
A one-pot sequential process, involving a radical racemization and an enzymatic resolution, provides access to (S)-amides, from racemic amines, with ee and yields ranging from 78 to 94% and 58 to 80%, respectively.Keywords
This publication has 39 references indexed in Scilit:
- Dipole Formation at Interfaces of Alkanethiolate Self-assembled Monolayers and Ag(111)The Journal of Physical Chemistry C, 2007
- A Chemo-Enzymatic Route to Enantiomerically Pure Cyclic Tertiary AminesJournal of the American Chemical Society, 2006
- (S)‐Selective Kinetic Resolution and Chemoenzymatic Dynamic Kinetic Resolution of Secondary AlcoholsChemistry – A European Journal, 2005
- Subtilisin-Catalyzed Resolution of N-Acyl ArylsulfinamidesJournal of the American Chemical Society, 2005
- Thiyl Radical-Mediated Cleavage of Allylic C−N Bonds: Scope, Limitations, and Theoretical Support to the MechanismJournal of the American Chemical Society, 2004
- Dynamic kinetic resolution of secondary alcohols by enzyme–metal combinations in ionic liquidGreen Chemistry, 2004
- (S)-Selective Dynamic Kinetic Resolution of Secondary Alcohols by the Combination of Subtilisin and an Aminocyclopentadienylruthenium Complex as the CatalystsJournal of the American Chemical Society, 2003
- Proteases in Organic SynthesisChemical Reviews, 2002
- N−H and α(C−H) Bond Dissociation Enthalpies of Aliphatic AminesJournal of the American Chemical Society, 2002
- LASER FLASH PHOTOLYSIS AND PHOTOINACTIVATION OF SUBTILISIN BPN'Photochemistry and Photobiology, 1982