The First Stereoselective Total Synthesis of a Naturally Occurring Bioactive Diarylheptanoid, (3R,6E)-1,7-Bis(4-hydroxyphenyl)hept-6-en-3-ol, through Two Different Approaches

The First Stereoselective Total Synthesis of a Naturally Occurring Bioactive Diarylheptanoid, (3R,6E)-1,7-Bis(4-hydroxyphenyl)hept-6-en-3-ol, through Two Different Approaches

The stereoselective total synthesis of a naturally occurring bioactive diarylheptanoid, (3R,6E)‐1,7‐bis(4‐hydroxyphenyl)hept‐6‐en‐3‐ol, has been accomplished starting from 4‐hydroxybenzaldehyde through two different approaches involving Wittig olefination, hydrolytic kinetic resolution of a racemic...

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Veröffentlicht in:Helvetica chimica acta 2012-09, Vol.95 (9), p.1666-1671
Hauptverfasser: Kashanna, Jajula, Jangili, Paramesh, Kumar, Rathod Aravind, Das, Biswanath
Format: Artikel
Sprache:eng
Schlagworte:
diaryl
Heptanoid
Heptanoid, diaryl
Kinetic resolution
Stereoselective synthesis
Total synthesis
Wittig olefination
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Zusammenfassung:The stereoselective total synthesis of a naturally occurring bioactive diarylheptanoid, (3R,6E)‐1,7‐bis(4‐hydroxyphenyl)hept‐6‐en‐3‐ol, has been accomplished starting from 4‐hydroxybenzaldehyde through two different approaches involving Wittig olefination, hydrolytic kinetic resolution of a racemic epoxide, and olefin cross‐metathesis reaction as the key steps.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.201200084