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«Push-Pull»-Acetylene als Hilfsmittel zur Synthese von Amiden

✍ Scribed by Markus Neuenschwander; Ulrich Lienhard; Hans-Peter Fahrni; Beat Hurni

Publisher
John Wiley and Sons
Year
1978
Tongue
German
Weight
585 KB
Volume
61
Category
Article
ISSN
0018-019X

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✦ Synopsis

Amide Synthesis by Means of ‘Push‐Pull’‐Acetylenes

‘Push‐Pull’‐acetylenes react easily with carbon acids, Addition of amines to the crude reaction mixture gives amides in an excellent yield by a simple one‐pot procedure. Because of the high selectivity of the acetylenes 1 towards carboxylic functions and of the high selectivity of the enol esters 4 towards amine functions, ‘push‐pull’‐acetylenes could be excellent reagents for peptide synthesis.

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«Push-Pull»-Acetylene als Hilfsmittel zu
«Push-Pull»-Acetylene als Hilfsmittel zur Synthese von Peptiden
✍ Markus Neuenschwander; Hans-Peter Fahrni; Ulrich Lienhard 📂 Article 📅 1978 🏛 John Wiley and Sons 🌐 German ⚖ 999 KB

**Peptide synthesis by Means of ‘Push‐Pull’‐Acetylenes** ‘Push‐pull’‐acetylenes **1** are excellent reagents for peptide synthesis: Addition of ‘push‐pull’‐acetylenes to solutions of __N__‐protected amino acids (or __vice versa__) gives enol esters **5**, which react selectively with the amino func

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**Attempted Synthesis of Push‐Pull Diacetylenes** Two alternative synthesis of push‐pull diacetylenes of type **1** (5‐amino‐2,4‐alkadiynals) are investigated. A bromination‐dehydrobromination sequence starting with 5‐dimethylamino‐2,4‐pentadienal (**2**) as well as the application of the well‐know