Asymmetric sulfur ylide based enantioselective synthesis of D-erythro-sphingosine
✍ Scribed by Morales-Serna, José Antonio; Llaveria, Josep; Díaz, Yolanda; Matheu, M. Isabel; Castillón, Sergio
- Book ID
- 121077566
- Publisher
- Royal Society of Chemistry
- Year
- 2008
- Tongue
- English
- Weight
- 124 KB
- Volume
- 6
- Category
- Article
- ISSN
- 1477-0520
- DOI
- 10.1039/B814882A
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📜 SIMILAR VOLUMES
D-erythro-Sphingosine 9 is a building block of cerebrosides and glycosphingolipids and was synthesized in 5 steps via an asymmetric aldol addition of the lithiated bislactim ether of cyclo-(L-Val-Gly) 4 to (2E)-hexadecenal(3) in an overall yield of 21 %. I.
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