Synthetic Applications of 3,4-Dihalo-2(5H)-furanones: A Formal Total Synthesis­ of Nostoclides I and II

doi:10.1055/S-2002-35994

Paper

Synthetic Applications of 3,4-Dihalo-2(5H)-furanones: A Formal Total Synthesis of Nostoclides I and II

Published Dec 1, 2002 · F. Bellina, R. Rossi*

Synthesis

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14

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0

Influential Citations

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Abstract

3-Benzyl-4-isopropyl-2(5H)-furanone, which is a precursor to two naturally-occurring cytotoxic (Z)-5-ylidene-2(5H)-furanone derivatives, has been conveniently prepared from 3,4-di-bromo-2(5H)-furanone by a three-step proccdure involving two Pd-catalyzed cross-coupling reactions and a Rh(I)-catalyzed hydrogenation.

Study Snapshot

This study presents a three-step procedure for preparing 3,4-dihalo-2(5H)-furanone, a precursor to cytotoxic (Z)-5-ylidene-2(5H)-furanone derivatives, with potential applications in drug discovery and synthesis.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Paper

Synthetic Applications of 3,4-Dihalo-2(5H)-furanones: A Formal Total Synthesis of Nostoclides I and II

References

Citations

Mass Efficiency of Alkene Syntheses with Tri- and Tetrasubstituted Double Bonds

The olefin metathesis reaction is the most efficient method for synthesising alkenes with tri- and tetrasubstituted double bonds, followed by modern catalytic processes.

Synthesis of the Marine Myxobacterial Antibiotic Enhygrolide A.

Enhygrolide A, a rare marine myxobacterial antibiotic, can be synthesized in five steps using environmentally sustainable processes, demonstrating the usefulness of butenolide pivalates in cross-coupling reactions.

Synthesis and Biological Properties of 2(5H)-Furanones Featuring Bromine Atoms on the Heterocyclic Ring and/or Brominated Substituents

Brominated 2(5H)-furanone derivatives show potential antimicrobial properties through inhibition of quorum sensing and biofilm formation.

Bis(benzonitrile)dichloropalladium(II)

Bis(benzonitrile)dichloropalladium(II) is a versatile catalyst for various organic reactions, including isomerization, oligomerization, and chlorination of steroids.

Late‐Stage Bromination Enables the Synthesis of Rubrolides B, I, K, and O

Late-stage bromination enables efficient synthesis of marine natural products rubrolides B, I, K, and O from common precursors in 3-4 steps.

Synthetic Applications of 3,4-Dihalo-2(5H)-furanones: A Formal Total Synthesis­ of Nostoclides I and II

References

Citations

Mass Efficiency of Alkene Syntheses with Tri- and Tetrasubstituted Double Bonds

The olefin metathesis reaction is the most efficient method for synthesising alkenes with tri- and tetrasubstituted double bonds, followed by modern catalytic processes.

Synthesis of the Marine Myxobacterial Antibiotic Enhygrolide A.

Enhygrolide A, a rare marine myxobacterial antibiotic, can be synthesized in five steps using environmentally sustainable processes, demonstrating the usefulness of butenolide pivalates in cross-coupling reactions.

Synthesis and Biological Properties of 2(5H)-Furanones Featuring Bromine Atoms on the Heterocyclic Ring and/or Brominated Substituents

Brominated 2(5H)-furanone derivatives show potential antimicrobial properties through inhibition of quorum sensing and biofilm formation.

Bis(benzonitrile)dichloropalladium(II)

Bis(benzonitrile)dichloropalladium(II) is a versatile catalyst for various organic reactions, including isomerization, oligomerization, and chlorination of steroids.

Late‐Stage Bromination Enables the Synthesis of Rubrolides B, I, K, and O

Late-stage bromination enables efficient synthesis of marine natural products rubrolides B, I, K, and O from common precursors in 3-4 steps.

Synthetic Applications of 3,4-Dihalo-2(5H)-furanones: A Formal Total Synthesis of Nostoclides I and II