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Synlett 2005(3): 388-405  
DOI: 10.1055/s-2005-862383
ACCOUNT
© Georg Thieme Verlag Stuttgart ˙ New York

Recent Progress in the Synthesis of Morphine Alkaloids

Josef Zezulaa, Tomas Hudlicky*b
a NIH/NIDDK, 9000 Rockville Pike, Bldg. 8/Rm. B1-25, Bethesda, MD 20892-0815, USA
b Department of Chemistry, Brock University, 500 Glenridge Avenue, St. Catharines, Ontario L2S 3A1, Canada
Fax: +1(905)9844841; e-Mail: thudlicky@brocku.ca;
Further Information

Publication History

Received 15 June 2004
Publication Date:
04 February 2005 (online)

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Abstract

Recent accomplishments in the field of total synthesis of morphine alkaloids are reviewed. Approaches to the skeleton of morphine are included as are various efforts towards related medicinally important agents. The literature coverage begins after the publication of our last update in 2000 and continues mid-way through 2004.

  • 1 Introduction

  • 2 Total Syntheses of Morphine

  • 2.1 Taber

  • 2.2 Trost

  • 2.3 Ogasawara

  • 3 Approaches to the Morphine Skeleton

  • 3.1 Vollhardt

  • 3.2 Ogasawara

  • 3.3 Cheng

  • 3.4 Passarella

  • 3.5 Hudlicky

  • 3.6 Hudlicky

  • 4 Unnatural Analogs and Mimics

  • 4.1 Rice

  • 4.2 Grauert

  • 4.3 Trost

  • 4.4 Ohno

  • 4.5 Schmidhammer

  • 5 Conclusions and Outlook

Key words

morphine - total synthesis - alkaloids - approaches to morphine skeleton - morphine analogs and mimics