Construction of gem-Difluoroenol Esters through Catalytic O-Selective Addition of Difluoroenoxysilanes to Ketenes

2021 ◽  
Author(s):  
Yang Shi ◽  
Bo-Wen Pan ◽  
Jun-Xiong He ◽  
Ying Zhou ◽  
Jian Zhou ◽  
...  
Keyword(s):  
Selective Addition

Modified Proline Auxiliaries for Selective Addition of Organocerium Reagents to Hydrazones

Synlett ◽  
1989 ◽  
Vol 1989 (01) ◽  
pp. 20-22 ◽  
Author(s):  
Theodor Weber ◽  
James P. Edwards ◽  
Scott E. Denmark
Keyword(s):  
Selective Addition

Highly Efficient and Selective Addition of Hydroxylamine to Nitriles in Ionic Liquids

2014 ◽  
Vol 11 (5) ◽  
pp. 751-756 ◽  
Author(s):  
Attila Voros ◽  
Zoltan Baan ◽  
Geza Timari ◽  
Istvan Hermecz ◽  
Peter Mizsey ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Highly Efficient ◽  
Selective Addition

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 Multistep batch-flow hybrid synthesis of a terbinafine precursor

2021 ◽  
Author(s):  
Tamás Hergert ◽  
Béla Mátravölgyi ◽  
Róbert Örkényi ◽  
János Éles ◽  
Ferenc Faigl
Keyword(s):  
Methyl Ether ◽  
Lithium Salt ◽  
Scale Up ◽  
Hybrid Process ◽  
High Yield ◽  
Grignard Reaction ◽  
Efficient Synthesis ◽  
Synthetic Process ◽  
Synthesis Route ◽  
Selective Addition

AbstractA three-step batch-flow hybrid process has been developed for an expeditious synthesis of the enynol key intermediate of antifungal terbinafine. This procedure involves consecutive organometallic steps without the necessity of any in-line purification: after a metalation by n-butyllithium, a selective addition of the lithium salt was elaborated followed by a Grignard reaction resulting in a high yield of 6,6-dimethylhept-1-en-4-yn-3-ol. Moreover, as an alternative to tetrahydrofuran, cyclopentyl methyl ether was used as solvent implementing a safe, sustainable, yet selective synthetic process. Even on a laboratory-scale, the optimized batch-flow hybrid process had a theoretical throughput of 41 g/h. Furthermore, the newly developed process provides an efficient synthesis route to the key-intermediate, while making acrolein obsolete, minimizing side-products, and enabling safe and convenient scale-up.

Z-Selective Addition of Diaryl Phosphine Oxides to Alkynes via Photoredox Catalysis

ACS Catalysis ◽  
2018 ◽  
Vol 8 (11) ◽  
pp. 10599-10605 ◽  
Author(s):  
Huamin Wang ◽  
Yongli Li ◽  
Zilu Tang ◽  
Shengchun Wang ◽  
Heng Zhang ◽  
...  
Keyword(s):  
Phosphine Oxides ◽  
Photoredox Catalysis ◽  
Selective Addition

Selective addition of amines to 5-trifluoromethyl-2,4-dichloropyrimidine induced by Lewis acids

2013 ◽  
Vol 54 (35) ◽  
pp. 4610-4612 ◽  
Author(s):  
Daniel T. Richter ◽  
John C. Kath ◽  
Michael J. Luzzio ◽  
Nandell Keene ◽  
Martin A. Berliner ◽  
...  
Keyword(s):  
Lewis Acids ◽  
Selective Addition

HMPA Promotes Retro-Aldol Reaction, Resulting in Syn-Selective Addition of Lithiated 1-Naphthylacetonitrile to Aromatic Aldehydes

2000 ◽  
Vol 2 (16) ◽  
pp. 2443-2445 ◽  
Author(s):  
Paul R. Carlier ◽  
Cedric W.-S. Lo ◽  
Michael M.-C. Lo ◽  
Nan Chi Wan ◽  
Ian D. Williams
Keyword(s):  
Aldol Reaction ◽  
Aromatic Aldehydes ◽  
Selective Addition
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