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Molecular sieve controlled diastereoselectivity: effect in the palladium-catalyzed cyclization of cis-1,2-divinylcyclohexane with .alpha.-oxygen-substituted acids as chiral nucleophiles
- Source :
- The Journal of Organic Chemistry. 57:6579-6587
- Publication Year :
- 1992
- Publisher :
- American Chemical Society (ACS), 1992.
-
Abstract
- Molecular sieves have been shown to improve greatly the stereoselectivity in the palladium(II)-catalyzed reaction of cis-1,2-divinylcyclohene with chiral acids. Reactions run with molecular sieves and derivatives of (R)-lactic acids as nucleophiles always yielded products with S configuration at the newly formed chiral center in contrast to reactions without molecular sieves that gave products with either S or R configuration at this chiral center. It appears that this effect has not been observed previously
Details
- ISSN :
- 15206904 and 00223263
- Volume :
- 57
- Database :
- OpenAIRE
- Journal :
- The Journal of Organic Chemistry
- Accession number :
- edsair.doi...........3051940c3822b1fa205d310ff3de36a2
- Full Text :
- https://doi.org/10.1021/jo00050a039