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Reno, Daniel Scott 2014-12-15T23:19:09Z 2014-12-15T23:19:09Z 10000-01-01 1987 1987 Analogues of chiral stationary phases (CSPs) and analogues of enantiomeric analytes separable upon the CSPs were employed in the investigation of stereoselective reactions and transformations. N-(3,5-dinitrobenzoyl)phenylglycine and N-(3,5-dinitrobenzoyl)leucine were used to study the stereochemical course of the coupling of chiral acids and chiral amines. A chiral stationary phase precursor, an ester of N-(2-naphthyl)alanine, was used as a chiral solvating agent in the first-order asymmetric transformation of thioesters derived from N-acyl amino acids. Both sets of studies provided results which suggest that the interactions which afford differentiation of enantiomers during chromatographic separation on CSPs may also influence the stereochemical course of coupling reactions and asymmetric transformations. Made available in DSpace on 2014-12-15T23:19:09Z (GMT). No. of bitstreams: 1 8803175.pdf: 3413871 bytes, checksum: cd8f7d240121c974532fe84666e65508 (MD5) Previous issue date: 1987 Embargo set by: Seth Robbins for item 70560 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs U of I Only 109 p. Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1987. http://hdl.handle.net/2142/70394 (UMI)AAI8803175 Chemistry, Organic Extension of Chromatographically - Derived Molecular Recognition Concepts to Stereoselective Reactions and Transformations text Chemistry Chemistry University of Illinois at Urbana-Champaign Dissertation Ph.D.