Journal ArticleDOI
A concise asymmetric total synthesis of aspidophytine.
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TLDR
A highly convergent strategy involving the sequential annulation of vinyl iodide 5 with indole 6 exploits varying modes of indole reactivity to provide aspidophytine in 23% over six steps from 5.Abstract:
An expedient asymmetric total synthesis of aspidophytine is reported. A highly convergent strategy involving the sequential annulation of vinyl iodide 5 with indole 6 exploits varying modes of indole reactivity to provide aspidophytine in 23% over six steps from 5.read more
Citations
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Advances in dearomatization strategies of indoles
Journal ArticleDOI
Constructing molecular complexity and diversity: total synthesis of natural products of biological and medicinal importance
Kyriacos C. Nicolaou,Kyriacos C. Nicolaou,Christopher R. H. Hale,Christian Nilewski,Heraklidia A. Ioannidou +4 more
TL;DR: In the last few decades a surge in total synthesis endeavors around the world led to a remarkable collection of achievements that covers a wide ranging landscape of molecular complexity and diversity.
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Methods Utilizing First-Row Transition Metals in Natural Product Total Synthesis.
TL;DR: This Review is intended to highlight strategic uses of these metals to realize efficient syntheses and highlight the future potential of these reagents and catalysts in organic synthesis.
Journal ArticleDOI
Total synthesis of (+)-haplophytine.
Hirofumi Ueda,Hitoshi Satoh,Koji Matsumoto,Kenji Sugimoto,Tohru Fukuyama,Hidetoshi Tokuyama,Hidetoshi Tokuyama +6 more
TL;DR: Haplophytine was first isolated by Snyder and co-workers in 1952, and identified as the principle bioactive component of the wild flower Haplophyton cimicidum, valued for centuries by the Aztecs and subsequent settlers of Central America for its insecticidal properties.
Journal ArticleDOI
Electrochemical-Oxidation-Induced Site-Selective Intramolecular C(sp3)–H Amination
TL;DR: An electrochemical oxidative intramolecular C(sp3)–H amination of amides by employing a carbon rod anode and a platinum plate cathode in an undivided cell under constant-current electrolysis conditions is developed.
References
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Journal ArticleDOI
Palladium-catalyzed cross-coupling reactions of organoboron compounds
Norio Miyaura,Akira Suzuki +1 more
TL;DR: In this paper, a cross-coupling reaction is proposed for coupling 1 -Alkenylboron Derivatives: Synthesis of Conjugated Dienes 6.
Journal ArticleDOI
A stereoselective synthesis of (Z)-1-iodo-1-alkenes
Gilbert Stork,Kang Zhao +1 more
TL;DR: In this paper, the Wittig reaction of iodomethylenetriphenylphosphorane with aldehydes was used to synthesize (Z)-1-iodo-1-alkenes.
Journal ArticleDOI
Enantioselective Total Synthesis of Aspidophytine
Journal ArticleDOI
Application of the Rh(II) cyclization/cycloaddition cascade for the total synthesis of (+/-)-aspidophytine.
José M. Mejía-Oneto,Albert Padwa +1 more
TL;DR: A new strategy for the synthesis of (+/-)-aspidophytine has been developed and is based on a Rh(II)-catalyzed cyclization/dipolar cycloaddition sequence that undergoes an efficient Lewis acid mediated cascade that rapidly provides the complete skeleton of aspidophytines.
Journal ArticleDOI
Studies in polypropionate synthesis: High π-face selectivity in syn and anti aldol reactions of chiral boron enolates of lactate-derived ketones
TL;DR: The use of cHex2BCl / Me2NEt in the aldol reactions of the α-benzoyloxy ketone with aldehydes leads to high stereoselectivity (97-99.5% ds) for the crystalline anti adducts as mentioned in this paper.
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Application of the Rh(II) cyclization/cycloaddition cascade for the total synthesis of (+/-)-aspidophytine.
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