An Asymmetric Synthesis of trans-Fused Butyrolactones from Endoperoxides.
- Resource Type
- Article
- Authors
- Priest, Joshua; Longland, Mark. R.; Elsegood, Mark R. J.; Kimber, Marc C.
- Source
- Journal of Organic Chemistry. 4/5/2013, Vol. 78 Issue 7, p3476-3481. 6p.
- Subject
- *PEROXIDES
*ORGANOCATALYSIS
*LACTONES
*OXYGEN
*ENANTIOSELECTIVE catalysis
- Language
- ISSN
- 0022-3263
The intermolecular addition of 1,3-dicarbonyl equivalents to endoperoxides in the presence of an organocatalyst yields trans-fused butyrolactones in high yield and enantioselectivities. This methodology expands the synthetic utility of endoperoxides and further underlines their potential as sources of oxygen functionality for natural and non-natural product target synthesis. [ABSTRACT FROM AUTHOR]