Enantioselective Syntheses and Configuration Assignments of γ??Chiral Butenolides from Plagiomnium undulatum: Butenolide Synthesis from Tetronic Acids

T Kapferer, R Brückner, A Herzig…

Index: Kapferer, Tobias; Brueckner, Reinhard; Herzig, Axel; Koenig, Wilfried A. Chemistry - A European Journal, 2005 , vol. 11, # 7 p. 2154 - 2162

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Citation Number: 26

Abstract

Abstract Both enantiomers of the γ-chiral α, β-dimethylated butyrolactones nat-1 and nat-2 from the moss Plagiomnium undulatum were synthesized stereoselectively through butenolides and tetronic acids, respectively. The configuration of the natural products was determined by GLC comparisons with mono (3-O-acetyl-6-O-tert-butyldimethylsilyl-2-O- methyl) hexakis (6-O-tert-butyldimethylsilyl-2, 3-di-O-methyl)-β-cyclodextrin as a stationary ...