Total synthesis of furanocembranolides. 1. Stereocontrolled preparation of key heterocyclic building blocks and assembly of a complete seco-pseudopterane …

LA Paquette, AM Doherty…

Index: Paquette, Leo A.; Doherty, Annette M.; Rayner, Christopher M. Journal of the American Chemical Society, 1992 , vol. 114, # 10 p. 3910 - 3926

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Citation Number: 57

Abstract

Abstract: A retrosynthetic strategy for the total synthesis of pseudopterolide and allied pseudopteranes is presented. This scheme is dependent upon early elaboration of suitable 2, 5-difunctionalized 3-furoate esters. To this end, the pair of useful substrates 21 and 24 was readily synthesized from 2, 3-Oisopropylidene-~-glyceraldehyde and methyl 4- (phenylthio) acetoacetate.

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