Conversion of Optically Active Hydrindanone to (+)-Bakkenolide-A

Conversion of Optically Active Hydrindanone to (+)-Bakkenolide-A

A total synthesis of (+)-bakkenolide-A was carried out via the key intermediate 4, which was prepared based on an asymmetric cyclization-carbonylation reaction established in our laboratory. Diastereoselective construction of the spirolactone moiety was achieved using Mitsuhashi's protocol as a...

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Veröffentlicht in:Chemical & Pharmaceutical Bulletin 2008/10/01, Vol.56(10), pp.1436-1437
Hauptverfasser: Kusakabe, Taichi, Kato, Keisuke, Motodate, Satoshi, Takaishi, Satoshi, Akita, Hiroyuki
Format: Artikel
Sprache:eng
Schlagworte:
(+)-bakkenolide-A
4-Butyrolactone - analogs & derivatives
4-Butyrolactone - chemical synthesis
Antineoplastic Agents, Phytogenic - chemical synthesis
asymmetric cyclization-carbonylation
Cyclization
hydrindanone
Indicators and Reagents
Magnetic Resonance Spectroscopy
Sesquiterpenes
Spironolactone - chemical synthesis
Spironolactone - chemistry
Stereoisomerism
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Zusammenfassung:A total synthesis of (+)-bakkenolide-A was carried out via the key intermediate 4, which was prepared based on an asymmetric cyclization-carbonylation reaction established in our laboratory. Diastereoselective construction of the spirolactone moiety was achieved using Mitsuhashi's protocol as a key step.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.56.1436