Asymmetric synthesis: Modification of chiral ferrocenylamine ligands for the gold(I)-catalyzed aldol reaction
โ Scribed by Stephen D. Pastor*; Antonio Togni
- Book ID
- 104226672
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 143 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
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 today a topic of fundamental importance. Particularly challenging is the development of methodology for enantioselective C-C bond formation with a chiral transition-metal catalyst.' PhCHO + CNCH2COpCH3 A~(cyclo-cgH~~NC)~~~ (3
๐ SIMILAR VOLUMES
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 bet
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