Journal ArticleDOI
Enaminones: versatile intermediates for natural product synthesis*
Joseph P. Michael,C. B. De Koning,David Gravestock,Gladys D. Hosken,Arthur S. Howard,C. M. Jungmann,Rui W. M. Krause,Andrew S. Parsons,Stephen C. Pelly,Trevor V. Stanbury +9 more
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TLDR
In this article, an overview of the chemistry of enaminones and related compounds containing the structural unit N-CaC-Z (Za COR, CO2R, CN, NO2, S O 2Ar, etc.).Abstract:
Efforts in our laboratories to devise a general approach to the synthesis of alkaloids focus on the versatile reactivity of enaminones and related compounds containing the structural unit N-CaC-Z (Za COR, CO2R, CN, NO2 ,S O 2Ar, etc.). This lecture presents an overview of our research with these useful building blocks. Themes to be elaborated include chemo- selectivity and diastereoselectivity in reactions of enaminones, and the challenge of controlling absolute stereochemistry.read more
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Journal ArticleDOI
Simple and Efficient One-Pot, Three-Component, Solvent-Free Synthesis of β-Enaminones via Sonogashira Coupling-Michael Addition Sequences
TL;DR: A simple, efficient, and environmentally friendly one‐pot, three‐component synthesis of β‐enaminones via Sonogashira coupling–Michael addition sequences under solvent‐free conditions has been reported.
Journal ArticleDOI
Silica-Supported Antimony(III) Chloride as an Efficient Heterogeneous Catalyst for the Synthesis of Aminopropenones and 3-Aminopropenoates under Solvent-Free Conditions
Li-Feng Zhang,Shu-Tao Yang +1 more
TL;DR: In this paper, a procedure for the synthesis of 3-aminoprop-2-en-1-ones and 3-amino-oprop 2-enoates catalyzed by silica-supported antimony(III) chloride at room temperature under solvent-free conditions is presented.
Journal ArticleDOI
A Xylochemically Inspired Synthesis of Lamellarin G Trimethyl Ether via an Enaminone Intermediate
TL;DR: A concise high-yielding synthesis of lamellarin G trimethyl ether has been achieved from precursors and solvents that can in principle be derived from xylochemical (woody biomass) sources.
Journal ArticleDOI
Copper-catalyzed chemoselective cross-coupling reaction of thioamides and α-diazocarbonyl compounds: Synthesis of enaminones
Arpal Pal,Naga D. Koduri,Zhiguo Wang,Erika Lopez Quiroz,Alexandra Chong,Matthew Vuong,Nisha Rajagopal,Michael Nguyen,Kenneth P. Roberts,Syed R. Hussaini +9 more
TL;DR: The first copper-catalyzed cross-coupling reaction of thioamides with acceptor/acceptor-substituted and acceptor-only substituted α-diazocarbonyl compounds to yield enaminones is described.
Journal ArticleDOI
Demethylative Lactonization Provides a Shortcut to High-Yielding Syntheses of Lamellarins.
TL;DR: A novel demethylative lactonization between an aryl methyl ether and a neighbouring carboxylic acid was developed for creating the chromenone unit of the targets in order to avoid the need for additional protection and deprotection steps.
References
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BookDOI
Alkaloids : chemical and biological perspectives
TL;DR: In this paper, the total synthesis of amaryllidaceae alkaloids has been studied using radical cyclization reactions in total syntheses of naturally occurring indole alkaloid.
Book
Strategies and Tactics in Organic Synthesis
TL;DR: This paper presents the first total Synthesis of several Natural Products Based On Alkyne-Co2(Co2)6 Complexes, and discusses the design and synthesis of Cooperative "Pinwheel" Fluorescent Sensors, and the application of Silicon-Ass Intramolecular Cross-Coupling.