THE USE OF IN-SITU NMR-SPECTROSCOPY AND PARAHYDROGEN AS TOOLS FOR CHIRAL SYNTHESIS

Authors
HARTHUN A BARKEMEYER J SELKE R BARGON J
Citation
A. Harthun et al., THE USE OF IN-SITU NMR-SPECTROSCOPY AND PARAHYDROGEN AS TOOLS FOR CHIRAL SYNTHESIS, Tetrahedron letters, 36(41), 1995, pp. 7423-7426
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
41
Year of publication
1995
Pages
7423 - 7426
Database
ISI
SICI code
0040-4039(1995)36:41<7423:TUOINA>2.0.ZU;2-4
Abstract
1. In situ H-1 NMR spectroscopy and using parahydrogen (p-H-2) allows to characterize the stereochemistry of suitable hydrogenation reaction s instantaneously. 2. The rhodium(I)-catalyzed homogeneous hydrogenati on of the unsaturated racemic alcohols (R,S)-2-(1-hydroxy-ethyl)-acryl ic acid methyl ester (I) and (R,S)-2-methoxy-1-phenyl-buta-2,3-dien-1- ol (II) leads to the formation of different diastereomeric products wh ich can be distinguished unambiguously due to their characteristic pol arization multiplets.