Application of phenolic oxidation chemistry in synthesis: Preparation of the BCE ring system of ryanodine

John L. Wood; Jens K. Graeber; Jón T. Njardarson

doi:10.1016/j.tet.2003.05.001

Application of phenolic oxidation chemistry in synthesis: Preparation of the BCE ring system of ryanodine

John L. Wood, Jens K. Graeber, Jón T. Njardarson

Research output: Contribution to journal › Article › peer-review

30 Scopus citations

Abstract

A reaction sequence involving phenolic oxidation followed by singlet oxygen addition was used to assemble a model system containing the trans-fused, bridgehead oxygenated bicyclo[4.3.0] ring system found in the ryanoid group of natural products.

Original language	English (US)
Pages (from-to)	8855-8858
Number of pages	4
Journal	Tetrahedron
Volume	59
Issue number	45
DOIs	https://doi.org/10.1016/j.tet.2003.05.001
State	Published - Nov 3 2003
Externally published	Yes

Keywords

Phenolic oxidation
Ryanodine

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2003.05.001

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title = "Application of phenolic oxidation chemistry in synthesis: Preparation of the BCE ring system of ryanodine",

abstract = "A reaction sequence involving phenolic oxidation followed by singlet oxygen addition was used to assemble a model system containing the trans-fused, bridgehead oxygenated bicyclo[4.3.0] ring system found in the ryanoid group of natural products.",

keywords = "Phenolic oxidation, Ryanodine",

author = "Wood, {John L.} and Graeber, {Jens K.} and Njardarson, {J{\'o}n T.}",

note = "Funding Information: We are grateful to the National Institutes of Health (RO1-CA933591), Bristol-Myers Squibb, Merck, Pfizer, and Yamanouchi for financial support. J. K. G. thanks the NSF for a predoctoral fellowship. ",

year = "2003",

month = nov,

day = "3",

doi = "10.1016/j.tet.2003.05.001",

language = "English (US)",

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number = "45",

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T1 - Application of phenolic oxidation chemistry in synthesis

T2 - Preparation of the BCE ring system of ryanodine

AU - Wood, John L.

AU - Graeber, Jens K.

AU - Njardarson, Jón T.

N1 - Funding Information: We are grateful to the National Institutes of Health (RO1-CA933591), Bristol-Myers Squibb, Merck, Pfizer, and Yamanouchi for financial support. J. K. G. thanks the NSF for a predoctoral fellowship.

PY - 2003/11/3

Y1 - 2003/11/3

N2 - A reaction sequence involving phenolic oxidation followed by singlet oxygen addition was used to assemble a model system containing the trans-fused, bridgehead oxygenated bicyclo[4.3.0] ring system found in the ryanoid group of natural products.

AB - A reaction sequence involving phenolic oxidation followed by singlet oxygen addition was used to assemble a model system containing the trans-fused, bridgehead oxygenated bicyclo[4.3.0] ring system found in the ryanoid group of natural products.

KW - Phenolic oxidation

KW - Ryanodine

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U2 - 10.1016/j.tet.2003.05.001

DO - 10.1016/j.tet.2003.05.001

M3 - Article

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VL - 59

SP - 8855

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JO - Tetrahedron

JF - Tetrahedron

IS - 45

ER -

Application of phenolic oxidation chemistry in synthesis: Preparation of the BCE ring system of ryanodine

Abstract

Keywords

ASJC Scopus subject areas

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