## Abstract Iodine cleavage of the [3.3.1]‐iodomercuri compound **4**, easily prepared from __cis__, __cis__‐cyclooctadiene‐(1,5) by oxymercuration of the monoepoxide **1** (→ **3**) followed by treatment with potassium iodide, leads to three isomeric iodides **6, 7**, and **8**, the [3.3.1]‐__exo_
Oxymercuration. Substituted 9-oxabicyclo[4.2.1]- and 9- oxabicyclo[3.3.1]nonanes
✍ Scribed by C. Ganter; K. Wicker; W. Zwahlen; K. Schaffner-Sabba
- Publisher
- John Wiley and Sons
- Year
- 1970
- Tongue
- German
- Weight
- 787 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Oxymercuration of cis, cis‐1, 5‐cyclooctadiene (1), followed by treatment with potassium iodide and subsequent reaction with iodine, leads to six isomeric diiodides which represent the three possible stereoisomers 2, 3, and 4 of 2, 5‐diiodo‐9‐oxabicyclo[4.2.1]nonane as well as 5, 6, and 7 of 2, 6‐diiodo‐9‐oxabicyclo[3.3.1]nonane. The isolation, structure determination and some reactions of these diiodo compounds 2–7 are described.
📜 SIMILAR VOLUMES
Ausgehend von 1,5-Cyclooctadien (1) wird in einer siebenstufigen Synthese die Titelverbindung 9 gewonnen. Sie liegt in zwei Konformationen 9a und 9b vor, wobei in 9a eine starke sterische Wechselwirkung zwischen dem Sauerstoffatom und der gespannten Dreifachbindung auftritt. Zur Einfiihrung der Drei
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