The synthesis of a chiral ferrocenylamine ligand, (R)-(s)-11, with a modifiable ester group is described. High diastereo-and enantioselectivity were obtained in the gold(I)-catalyzed aldol reaction using (R)-(S)-11 as a ligand. The formation of a single enantiomer of a targeted chiral compound is to
2D-NMR ConformationaL Studies of ChiraL Functionalized Ferrocenylphosphine Ligands for the Gold(I)-Catalyzed Aldol Reaction
โ Scribed by Antonio Togni; Ruth K. Blumer; Paul S. Pregosin
- Book ID
- 102859375
- Publisher
- John Wiley and Sons
- Year
- 1991
- Tongue
- German
- Weight
- 542 KB
- Volume
- 74
- Category
- Article
- ISSN
- 0018-019X
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โฆ Synopsis
The conformations in solution of six selected chiral 1,l'-bis(dipheny1phosphino)ferrocenyl ligands bearing functionalized side chains, the diastereoisomers 4 and 5 and 6 9 , have been elucidated by 2D-NMR methods (COSY, TOCSY, NOESY, and 1H,31P and 'H,I3C correlations). The possible relationship between the preferred conformation and the stereoselectivity observed in the gold(1)-catalyzed asymmetric aldol condensation in the presence of these ligands is discussed.
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๐ SIMILAR VOLUMES
A ferrocenylphosphine-silver-isocyanoacetate complex was investigated as a model compound for catalytic species in gold-catalyzed aldol reaction. 'H{lH} NOE studies of the silver complex indicated that terminal amino group of pendant side chain of the ferrocenylphosphine ligand is located close to a