Journal ArticleDOI
The phenanthrenone approach to opium alkaloids: Formal total synthesis of morphine by sigmatropic rearrangement
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This article is published in Synlett.The article was published on 1997-05-01. It has received 38 citations till now. The article focuses on the topics: Opium alkaloids & Sigmatropic reaction.read more
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Journal ArticleDOI
Cutting-Edge and Time-Honored Strategies for Stereoselective Construction of C-N Bonds in Total Synthesis.
TL;DR: This review provides a comprehensive survey of methods used for stereoselective construction of carbon-nitrogen bonds during the total synthesis of nitrogen-containing natural products that have appeared in the literature since 2000.
Book ChapterDOI
Synthesis of Morphine Alkaloids and Derivatives
Uwe Rinner,Tomas Hudlicky +1 more
TL;DR: This review summarizes recent developments in the total synthesis of morphine alkaloids and some of the semisynthetic derivatives and reviews the methodology required for their preparation.
Journal ArticleDOI
Regiospecific and stereoselective syntheses of (+/-) morphine, codeine, and thebaine via a highly stereocontrolled intramolecular 4 + 2 cycloaddition leading to a phenanthrofuran system.
Gilbert Stork,Ayako Yamashita,Julian Adams,Gary R. Schulte,Richard Chesworth,Yoji Miyazaki,Jay J. Farmer +6 more
TL;DR: Total syntheses of the morphine alkaloids are described that use a direct stereoselective formation of the phenanthrofuran system via an intramolecular 4 + 2 cycloaddition of a diene tethered to the 4-position of a 7-methoxybenzofuran-3-carboxylic acid ester.
Journal ArticleDOI
The quest for a practical synthesis of morphine alkaloids and their derivatives by chemoenzymatic methods.
Josephine W. Reed,Tomas Hudlicky +1 more
TL;DR: This Account traces the evolution of its authors' approaches to morphine alkaloids and some commercial opiate-derived medicinal agents to offer more than the history of a search for the perfect design solution to a synthetic problem.
Journal ArticleDOI
A Regio- and Diastereoselective Anodic Aryl-Aryl Coupling in the Biomimetic Total Synthesis of (-)-Thebaine.
Alexander Lipp,Dorota Ferenc,Christoph Gütz,Mario Geffe,Nina Vierengel,Dieter Schollmeyer,Hans J. Schäfer,Siegfried R. Waldvogel,Till Opatz +8 more
TL;DR: A regio- and diastereoselective anodic coupling of 3',4',5'-trioxygenated laudanosine derivatives is presented, which finally enables electrochemical access to (-)-thebaine.