Asymmetric oxazaborolidine-catalyzed reduction of prochiral ketones with N-tert-butyl-N-trimethylsilylamine–borane
✍ Scribed by Ramón E. Huertas; Joseph A. Corella; John A. Soderquist
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 100 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
Highly Enantioselective Reduction of Prochiral Ketones with N,N-Diethylaniline • borane (DEANB) in Oxazaborolidine-Catalyzed Reductions. -A variety of prochiral ketones (I) is enantioselectively reduced to the corresponding alcohols (II) using diethylaniline borane in the presence of a chiral oxazab
## Abstract For Abstract see ChemInform Abstract in Full Text.
Oxime ethers of acetophenone, isopropyl methyl ketone, and tert-butyl methyl ketone were reduced to the corresponding hydroxylamine ethers of 45-94% ee with borane-oxazaborolidine 1 derived from (-)-norephedrine. A one-pot reduction of acetophenone oxime with 1 to 1-phenylethylhydroxylamine of 87% e
## Abstract A series of novel __N__‐squaramidoacid ligands were prepared conveniently. Without converting to corresponding amino alcohols, these ligands could be used in asymmetric borane reduction of prochiral aromatic ketones to give secondary alcohols in good to excellent enantiomeric excesses.