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Structure Revision of the Rauwolfia Alkaloid Raucaffricine

✍ Scribed by Helmut Schübel; Arno Treiber; Joachim Stökigt


Publisher
John Wiley and Sons
Year
1984
Tongue
German
Weight
257 KB
Volume
67
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The previous structure of the Rauwolfia alkaloid raucaffricine (vomilenine‐α‐D‐galactoside) has been revised to be vomilenine‐β‐D‐Glucoside by enzymatic and NMR studies.


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✍ Sergey A. Sergeyev; Manfred Hesse 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 German ⚖ 109 KB 👁 1 views

## Abstract The total synthesis of the two isomeric macrocyclic enamides **2** and **17** is described. The precursor **14** was synthesized by means of template‐assisted macrocyclization (__Scheme 2__). Isomerization of **14** in the presence of [Fe(CO)~5~] gave **2** and **17** (__Scheme 4__). St