A short, simple synthetic route to 3-dehydrosphinganine and related compounds
β Scribed by Howard Newman
- Publisher
- Elsevier Science
- Year
- 1974
- Tongue
- English
- Weight
- 217 KB
- Volume
- 12
- Category
- Article
- ISSN
- 0009-3084
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β¦ Synopsis
A brief, versatile synthesis of 3-dehydrosphinganine (1) and derivatives is described which features, as its key step, the reaction of diazoketones and trialkylboranes. Compatibility with chiral reagents is indicated.
π SIMILAR VOLUMES
In view of the continued interest in the chemistry of isoindoles', we report a simple one-step synthesis of isoindoles and related heterocycles. This method entails brief treatment of an ethanolic solution of a cis-2-ene-1,4-dione
## Abstract The 5βOHβprotected methyl glycosides 2 and 3 were epimerized to give the corresponding epimers 6 and 7 via an oxidationβreduction procedure. Reaction of 6 with diethylaminoβsulfur trifluoride (DAST) afforded the fluoro sugar 8, which was coupled with thymine to give 3β²βdeoxyβ3β²βfluoroth