Anthracyclines, Optimizing Anticancer Analogues

Arcamone, F

doi:10.1002/9783527630035.ch9

Analogue‐Based Drug Discovery II 2010

DOI: 10.1002/9783527630035.ch9

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Anthracyclines, Optimizing Anticancer Analogues

F Arcamone¹

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2014

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Cited by 2 publications

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Synthesis of Bridged Oxafenestranes from Pleuromutilin

2014

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Fenestranes are an intriguing class of highly strained molecules possessing a quaternary carbon with bonds that deviate from the canonical tetrahedral geometry. Herein we report the discovery that the natural product pleuromutilin can be used as a structurally complex starting material for the synthesis of a series of bridged cis,cis,cis,cis‐[4.5.5.5]‐ and cis,cis,cis,cis‐[4.5.7.5]oxafenestranes through a carbocation rearrangement cascade. X‐ray crystallographic analysis of several cis,cis,cis,cis‐[4.5.5.5]oxafenestranes shows a significant planarization of the central tetracoordinate carbon atom and demonstrates the influence of bridgehead substituents and bridging rings on planarity.

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Synthesis of Bridged Oxafenestranes from Pleuromutilin

2014

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Synthesis of Bridged Oxafenestranes from Pleuromutilin

2014

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Fenestranes are an intriguing class of highly strained molecules possessing a quaternary carbon with bonds that deviate from the canonical tetrahedral geometry. Herein we report the discovery that the natural product pleuromutilin can be used as a structurally complex starting material for the synthesis of a series of bridged cis,cis,cis,cis-[4.5.5.5]- and cis,cis,cis,cis-[4.5.7.5]oxafenestranes through a carbocation rearrangement cascade. X-ray crystallographic analysis of several cis,cis,cis,cis-[4.5.5.5]oxafenestranes shows a significant planarization of the central tetracoordinate carbon atom and demonstrates the influence of bridgehead substituents and bridging rings on planarity.

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Anthracyclines, Optimizing Anticancer Analogues

Cited by 2 publications

References 72 publications

Synthesis of Bridged Oxafenestranes from Pleuromutilin

Synthesis of Bridged Oxafenestranes from Pleuromutilin

Synthesis of Bridged Oxafenestranes from Pleuromutilin

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