**Synthesis and Chirality of (5__R__, 6__R__)‐5,6‐Dihydro‐β, ψ‐carotene‐5,6‐diol, (5__R__, 6__R__, 6′__R__)‐5,6‐Dihydro‐β, ε‐carotene‐5,6‐diol, (5__S__, 6__R__)‐5,6‐Epoxy‐5,6‐dihydro‐β,ψ‐carotene and (5__S__, 6__R__, 6′__R__)‐5,6‐Epoxy‐5,6‐dihydro‐β,ε‐carotene** __Wittig__‐condensation of optically
Isozeaxanthine: Chiralität und enantioselektive Synthese von (4R,4′R)-Isozeaxanthin ((−)-(4R, 4′R)-β, β-Carotin-4,4′-diol)
✍ Scribed by Andreas Haag; Conrad Hans Eugster
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- German
- Weight
- 568 KB
- Volume
- 65
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Isozeaxanthin: Chirality and Enantioselective Synthesis of (4__R__,4′R)‐Isozeaxanthin ((−)‐(4__R__,4′R)‐β, β‐Carotin‐4,4′‐diol)
The absolute configuration of optically active isozeaxanthin was established by synthesis using (−)‐(R)‐4‐hydroxy‐β‐ionon (2) [18] as starting material.
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The first total enantioselective synthesis of (+)-(4S,8R)-8-epi-~-bisabolol((+)-l) and of (-)-(4R,SS)-4-epi-Bhisaholol ((-)-1) is reported. The key step in the synthesis is the kinetic resolution of (&)-5 by means of the Shurpless epoxidation yielding (-)-and (+)-6, respectively. Reduction of the ep
**Synthesis and Chirality of (5__S__,6__R__)‐5,6‐Epoxy‐5,6‐dihydro‐β,β‐carotene and (5__R__,6__R__)‐5,6‐Dihydro‐β,β‐carotene‐5,6‐diol, a Compound with Unexpected Solubility Characteristics** __Wittig__‐condensation of azafrinal (**1e**) with the phosphorane derived from **7** leads to a (1:3)‐mixtu
## Abstract Isocyanessigsäure‐ethylester (**1**) reagiert (baseninduziert) mit 2,3‐__O__‐Isopropyliden‐D‐glycerin‐aldehyd (**3**) zu den beiden 5‐(4‐Dioxolanyl)‐2‐oxazolin‐4‐carbonsäure‐ethylestern **4** und **5** mit __trans__‐Konfiguration am Oxazolinring, d. h. die Konfiguration an C‐4 paßt sich
**Synthesis of (‐)‐(__R__)‐4‐Hydroxy‐β‐ionone and (‐)‐(5 __R__, 6 __S__)‐5‐Hydroxy‐4,5‐dihydro‐α‐ionone aus (‐)‐(__S__)‐α‐Ionone** The absolute configuration of the chiral 4‐hydroxy‐β‐ionones and 5‐hydroxy‐4,5‐dihydro‐α‐ionones has been determined by chemical connection with (‐)‐(__S__)‐α‐ionone __