First synthesis of simple optically active selenoxides
β Scribed by Franklin A. Davis; Joanne M. Billmers; Orum D. Stringer
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 238 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
Simple optically active selenoxides (5-11 $e.e.) were prepared resolution procedure and were demonstrated to be configurationally unstable as catalyzed achiral hydrate formation.
π SIMILAR VOLUMES
Oxidation of 1,1-diphenyl-l-methoxy-2-phenylselenylethane and of l,l-diphenyl-l-methoxy-2\_(o-methoxy)phenylselenylethane with the Sharpless reagent afforded the corresponding selenoxides with moderate optical yields.
## Abstract (β)β(__S__)β and (+)β(__R__)β3βmethylcyclopentene (__1__) has been prepared in a stereochemically unambiguous synthesis. The (__S__)βconfiguration for (β)β__1__ was confirmed by correlation with (β)β(__S__)β1βmethylindane.
## Abstract 2β(Methylchalcogenomethyl)diphenyl selenoxides **1** and 2β{2β²β(N,Nβdimethylamino)ethyl}phenyl alkyl (or aryl) selenoxides **2**, which were expected to be stabilized toward racemization by intramolecular coordination, were synthesized and optically resolved into their enantiomers on an