Synlett

Asymmetric synthesis of chromanones via N-heterocyclic carbene catalyzed intramolecular crossed-benzoin reactions

D Enders, O Niemeier, G Raabe

Index: Enders, Dieter; Niemeier, Oliver; Raabe, Gerhard Synlett, 2006 , # 15 p. 2431 - 2434

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Citation Number: 36

Abstract

With the enantioselective intramolecular benzoin reaction established as a synthetic tool, and in combination with our efforts in the synthesis of bioactive natural products bearing a quaternary α-hydroxy ketone unit, [18] such as the 4-chromanone derivative (S)-eucomol [19] (4), we herein report our studies on the catalytic asymmetric synthesis of various 3-hydroxy-4-chromanones brought about by the chiral triazolium salts 1-3 as pre-catalysts (Figure [1] ).