Chemistry Letters

Dianions of β-hydroxy sulfones: new and general approach to selective synthesis of 2 (5H)-furanones

K Tanaka, K Ootake, K Imai, N Tanaka, A Kaji

Index: Tanaka, Kazuhiko; Ootake, Kazuhiko; Imai, Keisuke; Tanaka, Nobuo; Kaji, Aritsune Chemistry Letters, 1983 , p. 633 - 636

Full Text: HTML

Citation Number: 21

Abstract

Dianions derived from β-hydroxy sulfones are highly reactive toward a variety of electrophiles including alkyl halides, carbonyl compounds, and sodium iodoacetate. A convenient synthetic method for 4-alkyl-and 5-alkyl-2 (5H)-furanones has been developed by using these dianions. A new synthetic approach to trans-3, 4-bis (3-hydroxybenzyl) dihydro-2 (3H)-furanone, the first lignan found in humans, via a facile reduction of 2 (5H)- ...