Tetrahedron

Die verwendung von diisobutylaluminiumhydrid zur stereoselektiven synthese von tertiären (e)-2-alkenylaminen,(e)-2-alken-4-inylaminen und 2

A Stütz, W Granitzer, S Roth

Index: Stuetz, Anton; Granitzer, Waltraud; Roth, Sabine Tetrahedron, 1985 , vol. 41, # 23 p. 5685 - 5696

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Citation Number: 12

Abstract

In exploring versatile synthetic routes to (E)-allylamine derivatives with antimycotic properties, a new method has been found in the trans-reduction of tertiary 2-alkinylanunes by diisobutylaluminum hydride (DIBAH). The stereoselectivity of this reaction, which is in contrast to the well-known cis-hydroalumination of disubstituted alkynes, and the regioselectivity have been studied in detail. Tertiary 2-alkinylamines 1 were generally ...