Phase Transfer Catalyzed Asymmetric Epoxidation of Chalcones Using Chiral Crown Ethers Derived from D-Glucose and D-Mannose.
β Scribed by Peter Bako; Tibor Bako; Attila Meszaros; Gyoergy Keglevich; Aron Szoellosy; Sandor Bodor; Attila Mako; Laszlo Toke
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 168 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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π SIMILAR VOLUMES
## Abstract The asymmetric epoxidation of substituted chalcones and chalcone analogues catalyzed by crown ethers leads to comparable and in a few cases, better results with respect to enantioselectivities, compared to those obtained in the presence of chinchona alkaloids.
## Abstract Review: 47 refs.
Michael addition of 2-nitropropane 4 to a chalcone 3 catalyzed by crown ethers incorporating two glucose units (of 1 type) afforded the adduct 5 with an R-enantiomer excess (28% ee) while the aza-crown ethers containing one glucose unit (of 2 type) gave the same adduct favoring the S-enantiomer unde