Tetrahedron letters

Total synthesis of (±)-pyrenolide B

M Asaoka, S Naito, H Takei

Index: Asaoka, Morio; Naito, Satoru; Takei, Hisashi Tetrahedron Letters, 1985 , vol. 26, # 17 p. 2103 - 2106

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Citation Number: 8

Abstract

As diacyl olefin derivatives are known to be very reactive toward nucleophiles, and those with Z-configuration seem easy to change into E-isomers, we planned to protect the olefin part as a Diels-Alder adduct with cyclopentadiene and to regenerate it by retro Diels-Alder reaction at a final stage. Thus the enone L which is easily obtained by Dieis-Aider reaction of p-quinone with cyclopentadiene was chosen as a starting material. Triethylamine ...

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