A stereoselective synthesis of sphingosine, a protein kinase c inhibitor.
β Scribed by Sanjay Nimkar; David Menaldino; Alfred H Merrill; Dennis Liotta
- Book ID
- 107858397
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 254 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
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## Abstract Two stereoisomers of penazetidine A (1a), the azetidine alkaloid isolated from the IndoβPacific marine sponge __Penares sollasi__, were synthesized by starting from (__S__)βserine and (__R__)βor (__S__)βcitronellol. The natural penazetidine A must be either (2__S__,3__R__,4__S__,12β²__R_
## Abstract Flexible syntheses of sphingosine and ceramide were achieved by using Dβxylose as the chiral pool and a CuCNβcatalyzed allylic alkylation reaction of a dimesylate 8 for chain elongation with concomitant control of an __E__ configuration of the double bond.