Liebigs Annalen der Chemie

Arene Hydrides, 10 Michael Additions of Anthracene Hydride. Selective Reduction of the ArC C Moiety by Fragmentation of the Michael Adduct

A Sommer, H Stamm

Index: Sommer, Andreas; Stamm, Helmut Liebigs Annalen der Chemie, 1992 , # 2 p. 99 - 102

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Citation Number: 3

Abstract

Abstract Anthracene hydride (AH−) in THF undergoes Michael addition onto the acrylic acid derivatives 1 and 2. Secondary reactions of the first formed anions 3 and 4 of the Michael adducts depend on the absence (3) or presence (4) of an aryl group in β position. The non- benzylic 3 or its protonated or deprotonated form can cyclize via ester condensation to yield the “dibenzo-bicyclo [3.2. 2.] nonanones” 10b, c. Deprotonation of the anion 4 by excess ...