Sequential reaction of the tricarbonyl[(h 6 -phenyl) carbamate]chromium complex 3 with chiral amide bases (see 4 and 5) and electrophiles yielded planar chiral ortho-substituted complexes 6 with up to 70% enantiomeric excess (ee) (Scheme 2, Table 1 and2). The enantiomer purity could be increased to
ChemInform Abstract: Enantioselective Deprotonation/Electrophile Addition Reactions of Tricarbonyl(phenyl carbamate)chromium Complexes.
β Scribed by Anna Quattropani; Gerald Bernardinelli; E. Peter Kuendig
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 35 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Enantioselective Deprotonation/Electrophile Addition Reactions of Tricarbonyl(phenyl carbamate)chromium Complexes.
-Optimized conditions are elaborated for the preparation of chiral ortho-substituted complexes staring from racemic complex (I). The enantiomeric purity of the products can be increased to 87-98% by a single recrystallization. When the reaction temperature in the lithiation step is raised to -20
β’ C prior to the addition of an electrophile, anionic ortho-Fries rearrangement is observed to give ethers of type (XII). -(QUATTROPANI, ANNA; BERNARDINELLI,
π SIMILAR VOLUMES
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