Synthesis of dibromophakellin, dibromophakellstatin, and dibromoagelaspongin via oxidative cyclization of dihydrooroidin derivatives

Ken S. Feldman; Matthew D. Fodor; Amanda P. Skoumbourdis

doi:10.1055/s-0029-1216939

Synthesis of dibromophakellin, dibromophakellstatin, and dibromoagelaspongin via oxidative cyclization of dihydrooroidin derivatives

Ken S. Feldman, Matthew D. Fodor, Amanda P. Skoumbourdis

Chemistry

Research output: Contribution to journal › Review article › peer-review

24 Scopus citations

Abstract

A putative biosynthesis proposal for oroidin-derived marine alkaloids serves as a template for developing a biomimetic strategy for the syntheses of tetracyclic members of the phakellin family of sponge metabolites. Pummerer chemistry triggers the oxidative cyclization of the dihydrooroidin derivative, and dibromophakellin, dibromophakellstatin, and dibromoagelaspongin all can be accessed efficiently via this strategy.

Original language	English (US)
Pages (from-to)	3162-3173
Number of pages	12
Journal	Synthesis
Issue number	18
DOIs	https://doi.org/10.1055/s-0029-1216939
State	Published - 2009

All Science Journal Classification (ASJC) codes

Catalysis
Organic Chemistry

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1055/s-0029-1216939

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title = "Synthesis of dibromophakellin, dibromophakellstatin, and dibromoagelaspongin via oxidative cyclization of dihydrooroidin derivatives",

abstract = "A putative biosynthesis proposal for oroidin-derived marine alkaloids serves as a template for developing a biomimetic strategy for the syntheses of tetracyclic members of the phakellin family of sponge metabolites. Pummerer chemistry triggers the oxidative cyclization of the dihydrooroidin derivative, and dibromophakellin, dibromophakellstatin, and dibromoagelaspongin all can be accessed efficiently via this strategy.",

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year = "2009",

doi = "10.1055/s-0029-1216939",

language = "English (US)",

pages = "3162--3173",

journal = "Synthesis",

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AU - Fodor, Matthew D.

AU - Skoumbourdis, Amanda P.

PY - 2009

Y1 - 2009

N2 - A putative biosynthesis proposal for oroidin-derived marine alkaloids serves as a template for developing a biomimetic strategy for the syntheses of tetracyclic members of the phakellin family of sponge metabolites. Pummerer chemistry triggers the oxidative cyclization of the dihydrooroidin derivative, and dibromophakellin, dibromophakellstatin, and dibromoagelaspongin all can be accessed efficiently via this strategy.

AB - A putative biosynthesis proposal for oroidin-derived marine alkaloids serves as a template for developing a biomimetic strategy for the syntheses of tetracyclic members of the phakellin family of sponge metabolites. Pummerer chemistry triggers the oxidative cyclization of the dihydrooroidin derivative, and dibromophakellin, dibromophakellstatin, and dibromoagelaspongin all can be accessed efficiently via this strategy.

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U2 - 10.1055/s-0029-1216939

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M3 - Review article

AN - SCOPUS:70449393311

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JO - Synthesis

JF - Synthesis

IS - 18

ER -

Synthesis of dibromophakellin, dibromophakellstatin, and dibromoagelaspongin via oxidative cyclization of dihydrooroidin derivatives

Abstract

All Science Journal Classification (ASJC) codes

UN SDGs

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