Diastereo- and Enantioselective Synthesis of L-threo- and D-erythro-Sphingosine
β Scribed by Prof. Dieter Enders; Dr. Darren L. Whitehouse; Dr. Jan Runsink
- Publisher
- John Wiley and Sons
- Year
- 1995
- Tongue
- English
- Weight
- 876 KB
- Volume
- 1
- Category
- Article
- ISSN
- 0947-6539
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
## Isolated vield. \*) The free amine bases 1 4 are prone to air-oxidation and are difficult to handle.
The chiral diazaborolidine 1 has been applied to the enantioselective syntheses of chloramphenicol ( 2) and (D)-threo-N-acetylsphingosine (3), a synthetic precursor of the diastereomeric (D)-sphingosines.
In their synthesis of dihydrosphingosine, Rozrsh and Adum [ 131 observed the formation of a I :1 mixture of two isomeric oxazolidinones resulting from an intramolecular transacylation: under our conditions, however, only 9 was obtained. We thank Prof. Dr. W . Roush for a preliminary communication of