## Abstract The Ag^+^‐induced reaction between N‐cyclohexyl‐α‐chloro‐propionaldonitrone and the two diastereomeric 2‐butenes in liquid SO~2~ is a stereospecific __cis__‐addition. The use of N‐cyclo‐hexyl‐α,β‐dichloro‐propionaldonitrone in this type of reaction provides a preparative route from olef
α-Chlor-nitrone II: Eine Methode zur Darstellung von γ-Lactonen aus Olefinen. Über synthetische Methoden, 6. (vorläufige) Mitteilung
✍ Scribed by T. K. Das Gupta; Dorothee Felix; U. M. Kempe; A. Eschenmoser
- Publisher
- John Wiley and Sons
- Year
- 1972
- Tongue
- German
- Weight
- 404 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The addition products obtained by the Ag^+^‐induced reaction of α‐chloro‐aldonitrones with olefins (see preceding communication) can be utilized efficiently for making γ‐lactones (see scheme 1).
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## 220s von Hydroxyamiden fiihren, was die Folge einer solvolytischen Spaltung der aIIyIischen (C-0)-Bindung im N-protonierten Iminium-Lacton sein diirfte. Eine sorgfaltige gas-chromatographische Analyse des ausgehend von Cyclopentadien erhaltenen Lactons zeigte, dass in ihm nebst der Hauptkompon
## Abstract The Ag^+^‐induced α‐chloro‐aldonitrone/olefin reaction in polar solvents can proceed by substitution, thereby providing a method for the preparation of β, γ‐unsaturated aldehydes. Positional as well as configurational retention of the olefinic double bond are mechanistically significant
## Abstract α‐Chloro‐aldonitrones provide a novel synthetic pathway from acetylenes to αβ‐unsaturated enone systems.