Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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A Novel and Concise Synthesis of Spirodienone Alkaloids Using Hypervalent Iodine(III) Reagents
Hiromi HamamotoYukiko ShiozakiKayoko HataHirofumi TohmaYasuyuki Kita
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2004 Volume 52 Issue 10 Pages 1231-1234

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Abstract
Intramolecular oxidative coupling reaction of N-protected benzyltetrahydroisoquinoline derivatives using hypervalent iodine(III) reagents was investigated. The use of remarkable combination of phenyliodine bis (trifluoroacetate) (PIFA) and heteropoly acid (HPA) in wet acetonitrile smoothly afforded morphinandienone alkaloids, while neospirinedienone alkaloids were obtained in high yield under anhydrous conditions.
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© 2004 The Pharmaceutical Society of Japan
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