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α-Chlor-nitrone IV: Zur Stereochemie der λ-Lacton-Synthese und eine Methode zum Aufbau von α-Methyliden-λ-lactonen aus Olefinen. Über synthetische Methoden, 8. (vorläufige) Mitteilung

✍ Scribed by Martin Petrzilka; Dorothee Felix; Albert Eschenmoser

Publisher: John Wiley and Sons
Year: 1973
Tongue: German
Weight: 575 KB
Volume: 56
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19730560835

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✦ Synopsis

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 olefines to α‐methylidene‐butyrolactones.

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α-Chlor-nitrone II: Eine Methode zur Dar

α-Chlor-nitrone II: Eine Methode zur Darstellung von γ-Lactonen aus Olefinen. Über synthetische Methoden, 6. (vorläufige) Mitteilung

✍ T. K. Das Gupta; Dorothee Felix; U. M. Kempe; A. Eschenmoser 📂 Article 📅 1972 🏛 John Wiley and Sons 🌐 German ⚖ 404 KB

## 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).