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
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container_issue 7
container_start_page 1432
container_title Helvetica chimica acta
container_volume 93
creator Yadav, Jhillu Singh
Chandrakanth, Dandekar
Rao, Yerragorla Gopala
Ravindar, Kontham
Reddy, Basi V. Subba
description 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.
doi_str_mv 10.1002/hlca.200900414
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source Wiley Online Library Journals Frontfile Complete
subjects 2H-Pyran-2-ones
Mitsunobu reaction
Prins cyclization
Ring-closing metathesis (RCM)
title The Stereoselective Total Synthesis of (6S)-5,6-Dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one via Prins Cyclization
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