Selective deoxygenation of gibberellic acid with fluoroarylborane catalysts.
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ABSTRACT:
SUBMITTER: Seo Y
PROVIDER: S-EPMC7286549 | biostudies-literature | 2019 Dec
REPOSITORIES: biostudies-literature
Publications
Selective deoxygenation of gibberellic acid with fluoroarylborane catalysts.
Seo Youngran Y Gudz Anton A Lowe Jared M JM Gagné Michel R MR
Tetrahedron 20191019 49
Reductive late-stage functionalization of gibberellic acid is reported using three fluoroarylborane Lewis acids; (B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>, B(3,5-C<sub>6</sub>H<sub>3</sub>(CF<sub>3</sub>)<sub>2</sub>), and B(2,4,6-C<sub>6</sub>H<sub>2</sub>F<sub>3</sub>)<sub>3</sub>) in combination with a tertiary silane and a borane (HBCat) reductant. In each case, C-O bond activation occurs, and different products are obtained depending on the reductant and catalyst employed. ...[more]
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