CH Functionalization Logic Enables Synthesis of (+)-Hongoquercin A and Related Compounds

CH Functionalization Logic Enables Synthesis of (+)-Hongoquercin A and Related Compounds

The specifics: A synthesis of the sesquiterpenoid antibiotic (+)‐hongoquercin A using sequential site‐specific CH methylation and oxidation reactions is described. A key advancement toward this goal was the development of a ligand‐accelerated CH methylation reaction, and enabled the generation of...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-07, Vol.52 (28), p.7317-7320
Hauptverfasser: Rosen, Brandon R., Simke, Leah R., Thuy-Boun, Peter S., Dixon, Darryl D., Yu, Jin-Quan, Baran, Phil S.
Format: Artikel
Sprache:eng
Schlagworte:
Acetates - chemistry
Carbon - chemistry
Catalysis
CH functionalization
Hydrogen - chemistry
Methylation
Molecular Conformation
natural products
Organometallic Compounds - chemistry
oxidation
Oxidation-Reduction
Sesquiterpenes - chemical synthesis
Sesquiterpenes - chemistry
Stereoisomerism
synthesis design
synthetic methods
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Zusammenfassung:The specifics: A synthesis of the sesquiterpenoid antibiotic (+)‐hongoquercin A using sequential site‐specific CH methylation and oxidation reactions is described. A key advancement toward this goal was the development of a ligand‐accelerated CH methylation reaction, and enabled the generation of a library of eight structurally diverse analogues.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201303838