The Stereoselective Total Synthesis of (6S)-5,6-Dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one via Prins Cyclization

The Stereoselective Total Synthesis of (6S)-5,6-Dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one via Prins Cyclization

The stereoselective total synthesis of an antiproliferative and antifungal α‐pyrone natural product (6S)‐5,6‐dihydro‐6‐[(2R)‐2‐hydroxy‐6‐phenylhexyl]‐2H‐pyran‐2‐one is described. The key steps involved are the Prins cyclization, Mitsunobu reaction, and ring‐closing metathesis reaction....

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Veröffentlicht in:Helvetica chimica acta 2010-07, Vol.93 (7), p.1432-1438
Hauptverfasser: Yadav, Jhillu Singh, Chandrakanth, Dandekar, Rao, Yerragorla Gopala, Ravindar, Kontham, Reddy, Basi V. Subba
Format: Artikel
Sprache:eng
Schlagworte:
2H-Pyran-2-ones
Mitsunobu reaction
Prins cyclization
Ring-closing metathesis (RCM)
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Zusammenfassung:The stereoselective total synthesis of an antiproliferative and antifungal α‐pyrone natural product (6S)‐5,6‐dihydro‐6‐[(2R)‐2‐hydroxy‐6‐phenylhexyl]‐2H‐pyran‐2‐one is described. The key steps involved are the Prins cyclization, Mitsunobu reaction, and ring‐closing metathesis reaction.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.200900414