title: An enzymatic approach to the desymmetrization of disubstituted pyrrolines.
abstract: The enzymatic desymmetrization of 2,2- and 2,5-disubstituted pyrroline compounds is reported in a procedure which gives access to both enantiomers in excellent enantiomeric excess and good yield. The enzyme reaction precursors are formed easily from two readily available substituted pyrroles using both ammonia (Na/NH3) and ammonia-free (Li/DBB) Birch reduction conditions.
authors.affiliation: Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, OX1 3TA, UK. timothy.donohoe@chem.ox.ac.uk
authors.forename: Timothy J
authors.initials: TJ
authors.lastname: Donohoe
authors.forename: Caroline L
authors.initials: CL
authors.lastname: Rigby
authors.forename: Rhian E
authors.initials: RE
authors.lastname: Thomas
authors.forename: William F
authors.initials: WF
authors.lastname: Nieuwenhuys
authors.forename: Farrah L
authors.initials: FL
authors.lastname: Bhatti
authors.forename: Andrew R
authors.initials: AR
authors.lastname: Cowley
authors.forename: Gurdip
authors.initials: G
authors.lastname: Bhalay
authors.forename: Ian D
authors.initials: ID
authors.lastname: Linney
mesh_terms: D008049:Lipase / Q000378:metabolism*; D015394:Molecular Structure; D011549:Pseudomonas / Q000201:enzymology; D011758:Pyrroles / Q000737:chemistry* / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: D011758:Pyrroles; C013231:pyrroline; D008049:Lipase