Extending pummerer reaction chemistry. Synthesis studies in the phakellin alkaloid area

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

doi:10.1021/jo701487j

Extending pummerer reaction chemistry. Synthesis studies in the phakellin alkaloid area

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

Chemistry

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46 Scopus citations

Abstract

(Chemical Equation Presented) The syntheses of (±)- dibromophakellstatin and, from this species, (±)-dibromophakellin are described. Oxidative cyclization of a phenylthiolated dihydrooroidin derivative triggered by a Pummerer reaction constitutes the key step in this biomimetic approach to this family of marine alkaloids.

Original language	English (US)
Pages (from-to)	8076-8086
Number of pages	11
Journal	Journal of Organic Chemistry
Volume	72
Issue number	21
DOIs	https://doi.org/10.1021/jo701487j
State	Published - Oct 12 2007

All Science Journal Classification (ASJC) codes

Organic Chemistry

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

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10.1021/jo701487j

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abstract = "(Chemical Equation Presented) The syntheses of (±)- dibromophakellstatin and, from this species, (±)-dibromophakellin are described. Oxidative cyclization of a phenylthiolated dihydrooroidin derivative triggered by a Pummerer reaction constitutes the key step in this biomimetic approach to this family of marine alkaloids.",

author = "Feldman, \{Ken S.\} and Skoumbourdis, \{Amanda P.\} and Fodor, \{Matthew D.\}",

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AU - Skoumbourdis, Amanda P.

AU - Fodor, Matthew D.

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N2 - (Chemical Equation Presented) The syntheses of (±)- dibromophakellstatin and, from this species, (±)-dibromophakellin are described. Oxidative cyclization of a phenylthiolated dihydrooroidin derivative triggered by a Pummerer reaction constitutes the key step in this biomimetic approach to this family of marine alkaloids.

AB - (Chemical Equation Presented) The syntheses of (±)- dibromophakellstatin and, from this species, (±)-dibromophakellin are described. Oxidative cyclization of a phenylthiolated dihydrooroidin derivative triggered by a Pummerer reaction constitutes the key step in this biomimetic approach to this family of marine alkaloids.

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Extending pummerer reaction chemistry. Synthesis studies in the phakellin alkaloid area

Abstract

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