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Sporolide B: Synthetic Studies.

ABSTRACT: Studies directed towards the synthesis of the architecturally complex marine natural product sporolide B are described. Synthetic analysis suggested advanced hydroquinone and benzodiquinane fragments, which upon elaboration were successfully united via an ester linkage. Macrocyclization studies were then carried out, and although a novel macrocyclization product was obtained, subsequent studies revealed that the tertiary hydroxyls at C(6) and C(10) were sterically encumbered to participate in a successful macrocyclization to furnish sporolide B.

SUBMITTER: Gladding JA

PROVIDER: S-EPMC3197724 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

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Sporolide B: Synthetic Studies.

Gladding Jeffery A JA Bacci James P JP Shaw Scott A SA Smith Amos B AB

Tetrahedron 20110901 35

Studies directed towards the synthesis of the architecturally complex marine natural product sporolide B are described. Synthetic analysis suggested advanced hydroquinone and benzodiquinane fragments, which upon elaboration were successfully united via an ester linkage. Macrocyclization studies were then carried out, and although a novel macrocyclization product was obtained, subsequent studies revealed that the tertiary hydroxyls at C(6) and C(10) were sterically encumbered to participate in a ...[more]

PMID: 22021939

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