✦ LIBER ✦
Biologically active glycosides from asteroidea, XV. Asymmetric synthesis of phytosphingosine and phytosphingosine anhydro base: Assignment of the absolute stereochemistry
✍ Scribed by Sugiyama, Shigeo ;Honda, Masanori ;Komori, Tetsuya
- Book ID
- 102900244
- Publisher
- John Wiley and Sons
- Year
- 1988
- Tongue
- English
- Weight
- 823 KB
- Volume
- 1988
- Category
- Article
- ISSN
- 0947-3440
No coin nor oath required. For personal study only.
✦ Synopsis
Tlic first asymmetric synthesis of a phytosphingosine, (ZS,38,4R)-2-amino-1.3.4-hexadecanetriol (Z), was accomplishd by kinetic resolution and asymmetric cpoxidation. The absolute stereochcmislry of the phytosphingosine from starfishes (Amithasier plniici iind Astcrinrr prciin~jkrrr) was cstnblishcd to be the Samc as Tor 2. The phytosphingosinc anhydro basc 19 was also asymmctri-caUy synthesized, and the structure was determined on the basis of NMR analyses involving 2D-COSY. NOESY, and difference NOE experimenls.