Organic letters

Enantioselective syntheses of isoaltholactone, 3-epi-altholactone, and 5-hydroxygoniothalamin

JM Harris, GA O'Doherty

Index: Harris, Joel M.; O'Doherty, George A. Organic Letters, 2000 , vol. 2, # 19 p. 2983 - 2986

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Citation Number: 48

Abstract

A flexible enantioselective route to highly functionalized α, β-unsaturated δ-lactones has allowed for the syntheses of the styryllactones: isoaltholactone, 3-epi-altholactone, and 5- hydroxygoniothalamin in 10%, 5%, and 13% overall yields from furfural, respectively. This approach derives its asymmetry by applying the Sharpless catalytic asymmetric dihydroxylation to vinylfuran. The resulting diols are produced in high enantioexcess and ...

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