Abstract
Chiral chlorophosphine (S)-(1,1'-binaphthalen-2,2'-dioxy)chlorophosphine (S)-2 was tested for its performance as a chiral-derivatizing agent (CDA) using solutions of various alcohols, amines, and N-BOC amino acids. Based on P-31 NMR spectroscopy, the enantiomeric excess was determined within less than 5 min per sample, reaching an accuracy of +/- 1%. One-pot procedures for a combination of the method with typical homogenous catalytic transformations of prochiral ketones were established. Hydrosilylation products may be analyzed after conversion into alcohols using HF bound to PS-vinyl pyridine co-polymer beads. Transfer hydrogenations simply require solvent evaporation prior to the use of the CDA. (C) 2009 Elsevier Ltd. All rights reserved.