Both diastereomers of racemic y-hydroxynorvaline were prepared from 4-penten-2-01 to illustrate a new general method for stereoselective synthesis of either eryrhro-or three-1,3-amino alcohol systems from a single precursor. Non-proteinogenic y-hydroxy-a-amino acids are an important class of natura
Enantioselective synthesis of hydroxy α-amino acids. (-)-erythro- and (-) -threo-γ-hydroxynorvalines
✍ Scribed by Jesus Ariza; Josep Font; Rosa M. Ortuño
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 723 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
✦ Synopsis
Ihe amino acids (-)-erythro-and (-)-threo-ylqdrcqnorvaline have been synthesized fran D-ribonolactone, 6, as single chira-cursor.
Moreover, S-hydroxy-uazido-rvalerolactones 1Za and 12b have been also prepared from 6 in two different alternative ways. These compounds afford B,y-dihydroxy~~-amino acids 1Sa and 1Sb with I+ arabino and D-ribo configuration, respectively.
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## Abstract The studied tetrahydroisoquinolines 1, 2 and 3 were synthesized from a common intermediate 6, which was prepared by addition of the lithium salt of dithiane 5 to hydrastinine chloride (4).