A new axially chiral ligand, l,l'-(2,2'-bisacylamino)binaphthalene, was found to be effective in the ytterbium-catalyzed asymmetric Diels-Alder reaction between cyclopentadiene and crotonyl-l,3-oxazolidin-2-one. The Diels-Alder reaction using 15 mol% of I,l'-(2,2'-bisbenzoylamino)binaphthaleneoyb(OT
1-Mesityl-2,2,2-trifluoroethanol, an outstanding new chiral controller for catalyzed diels-alder reactions
β Scribed by E.J. Corey; Xue-Min Cheng; Karlene A. Cimprich
- Book ID
- 103408481
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 292 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
Diketopiperazines have been utilized as chiral auxiliaries for asymetric Diels-Alder reactions. Cyclo-Sphenylalanyl-R-proline (2) was found to be the most promising of these auxiliaries and afforded Diels-Alder adducts in high chemical yield (78 -95%), with endo selectivities generally greater than
1,3-Butadiene-2-carboxylates derived from certain chiral alcohols are good substrates for a highly efficient asymmetric Diels-Alder reaction, which permits the preparation of optically active heterocyclic, cyclohexane and hydrindane systems.