Synthesis of Natural Products via Palladium-Catalyzed Carbonylation

2005 ◽  
pp. 2663-2682
Author(s):  
Miwako Mori
Keyword(s):  
Natural Products ◽  
Palladium Catalyzed

Formal Total Syntheses of Crocacin A-D

2005 ◽  
Vol 70 (10) ◽  
pp. 1696-1708 ◽  
Author(s):  
Magnus Besev ◽  
Christof Brehm ◽  
Alois Fürstner
Keyword(s):  
Natural Products ◽  
Aldol Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Total Syntheses ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
The Common ◽  
Selective Addition

A concise route to the common polyketide fragment5of crocacin A-D (1-4) is presented which has previously been converted into all members of this fungicidal and cytotoxic family of dipeptidic natural products by various means. Our synthesis features asyn-selective titanium aldol reaction controlled by a valinol-derived auxiliary, a zinc-mediated, palladium-catalyzedanti-selective addition of propargyl mesylate10to the chiral aldehyde9, as well as a comparison of palladium-catalyzed Stille and Suzuki cross-coupling reactions for the formation of the diene moiety of the target.

scholarly journals Palladium-Catalyzed Coupling Reactions on Functionalized 2-Trifluoromethyl-4-chromenone Scaffolds: Synthesis of Highly Functionalized Trifluoromethyl Heterocycles

Synthesis ◽  
2018 ◽  
Vol 51 (06) ◽  
pp. 1342-1352 ◽  
Author(s):  
Javier Izquierdo ◽  
Atul Jain ◽  
Sarki Abdulkadir ◽  
Gary Schiltz
Keyword(s):  
Natural Products ◽  
Organic Synthesis ◽  
Biological Activities ◽  
Structural Complexity ◽  
Biologically Active ◽  
Coupling Reactions ◽  
Trifluoromethyl Group ◽  
Palladium Catalyzed ◽  
Active Natural

The chromenone core is an ubiquitous group in biologically active natural products and has been extensively used in organic synthesis. Fluorine-derived compounds, including those with a trifluoromethyl group (CF3), have shown enhanced biological activities in numerous pharmaceuticals compared with their non-fluorinated analogues. 2-Trifluoromethylchromenones can be readily functionalized at the 8- and 7-positions, providing chromenones cores of high structural complexity, which are excellent precursors for numerous trifluoromethyl heterocycles.

Chemoselective reactions: Toward the synthesis of biologically active natural products with anticancer activities

2008 ◽  
Vol 80 (8) ◽  
pp. 1683-1691 ◽  
Author(s):  
Sébastien Reymond ◽  
Laurent Ferrié ◽  
Amandine Guérinot ◽  
Patrice Capdevielle ◽  
Janine Cossy
Keyword(s):  
Natural Products ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Biologically Active ◽  
Synthetic Approach ◽  
Anticancer Activities ◽  
Leucascandrolide A ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Active Natural

Leucascandrolide A and migrastatin were synthesized efficiently by using chemoselective reactions such as olefin metatheses. The use of an iron-catalyzed cross-coupling reaction overcame difficulties encountered with palladium-catalyzed processes in our synthetic approach toward spirangien A.

Selectivity in palladium catalyzed arylation: Synthetic application leading to aromatized ionone natural products

1998 ◽  
Vol 39 (23) ◽  
pp. 4055-4058 ◽  
Author(s):  
Hisahiro Hagiwara ◽  
Yasushi Eda ◽  
Kimie Morohashi ◽  
Toshio Suzuki ◽  
Masayoshi Ando ◽  
...  
Keyword(s):  
Natural Products ◽  
Palladium Catalyzed ◽  
Synthetic Application

scholarly journals Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis

2014 ◽  
Vol 5 (4) ◽  
pp. 1354-1360 ◽  
Author(s):  
Barry M. Trost ◽  
James T. Masters ◽  
Jean-Philip Lumb ◽  
Dahlia Fateen
Keyword(s):  
Natural Products ◽  
Asymmetric Synthesis ◽  
Palladium Catalysis ◽  
Building Blocks ◽  
Efficient Synthesis ◽  
Palladium Catalyzed

Palladium-catalyzed oxidative desymmetrization enables the efficient synthesis of both enantioenriched cycloalkenone building blocks and diverse epoxyquinoid natural products.

scholarly journals Synthesis of Aromatic Bisabolene Natural Products via Palladium-Catalyzed Cross-Couplings of Organozinc Reagents.

ChemInform ◽  
2004 ◽  
Vol 35 (32) ◽  
Author(s):  
James R. Vyvyan ◽  
Celeste Loitz ◽  
Ryan E. Looper ◽  
Cheryl S. Mattingly ◽  
Emily A. Peterson ◽  
...  
Keyword(s):  
Natural Products ◽  
Palladium Catalyzed ◽  
Organozinc Reagents
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