(1R,3R)-2-Methylene-1,3-dithiolane 1,3-dioxide: A highly reactive and selective chiral ketene equivalent.
โ Scribed by Aggarwal, Varinder K.; Drabowicz, Jozef; Grainger, Richard S.; Gultekin, Zeynep; Lightowler, Mark; Spargo, Peter L.
- Book ID
- 127386223
- Publisher
- American Chemical Society
- Year
- 1995
- Tongue
- English
- Weight
- 271 KB
- Volume
- 60
- Category
- Article
- ISSN
- 0022-3263
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๐ SIMILAR VOLUMES
Chiral dienophiles l-3 undergo highly exo and diasfereoface selective Die/s-Alder reactions. The Die/s-Alder reactions of 3 are also highly exo selective under Lewis acid catalyzed conditions. In connection with an ongoing effort in the natural products arena we required a highly diastereoselective
## Abstract For Abstract see ChemInform Abstract in Full Text.
Lithium enolates derived from the title esters show high diastereoface selectivity in their reactions with chiral aldehydes. The resulting 2,2-dithioaldols are desulfurized in good yield with Ni28-H2 (EtOH, 20ยฐC). With this mild desulfurization protocol, complete retention of stereochemical integrit