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The Stereoselective Total Synthesis of (6S)‐5,6‐Dihydro‐6‐[(2R)‐2‐hydroxy‐6‐phenylhexyl]‐2H‐pyran‐2‐one via Prins Cyclization
Authors:Jhillu?Singh Yadav  Dandekar Chandrakanth  Yerragorla?Gopala Rao  Kontham Ravindar  Basi?V?Subba Reddy
Institution:Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 607, India, (fax: +91‐40‐27160512)
Abstract: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.
Keywords:2H‐Pyran‐2‐ones  Prins cyclization  Mitsunobu reaction  Ring‐closing metathesis (RCM)
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