Kinetic and thermodynamic control in the stereoselective formation of trans- and cis-2-ferrocenyl-3-pivaloyl-4-alkyl-1,3-oxazolidin-5-ones
β Scribed by Alonso, Francisco ;Davies, Stephen G. ;Elend, Almut S. ;Smith, Andrew D.
- Book ID
- 118265797
- Publisher
- Royal Society of Chemistry
- Year
- 2009
- Tongue
- English
- Weight
- 292 KB
- Volume
- 7
- Category
- Article
- ISSN
- 1477-0520
- DOI
- 10.1039/b814450h
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π SIMILAR VOLUMES
Quaternary a-amino acids a b s t r a c t Chiral symmetrical alk-2-yne-1,4-diols have been stereoselectively transformed into 5-alkyl-4-alkenyl-4phenyl-1,3-oxazolidin-2-ones, which are precursors of quaternary a-amino b-hydroxy acids. The key step was the cyclization of the bis(tosylcarbamates) of 2-
Intramolecular conjugate addition of amide enolates to ct,l~-unsaturated esters was found to give either of the diastereomeric trans-3,4-disubstituted pyrrolidin-2-ones 6, 10 or 7, 11 as the major products, by choosing the appropriate reaction conditions. The cyclisation performed with Nail in THF a