Total synthesis confirms laetirobin as a formal Diels–Alder adduct

O Simon, B Reux, JJ La Clair…

Index: Simon, Oliver; Reux, Bastien; La Clair, James J.; Lear, Martin J. Chemistry - An Asian Journal, 2010 , vol. 5, # 2 p. 342 - 351

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Citation Number: 9

Abstract

Abstract Laetirobin, isolated from a parasitic fungus host–plant relationship, was synthesized in six practical steps with an overall yield of 12% from commercially available 2, 4- dihydroxyacetophenone. Because the product is a pseudosymmetric tetramer of benzo [b] furans, each step of the synthesis was designed to involve tandem operations. Highlights include: 1) the double Sonogashira reaction of a bis (alkyne), 2) the practical copper (I)- ...

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