17066-20-5Relevant articles and documents
Synthetic studies toward the total synthesis of tautomycetin
Pereira De Sant'Ana, Danilo,De Oliveira Rezende Júnior, Celso,Campagne, Jean-Marc,Dias, Luiz Carlos,Marcia De Figueiredo, Renata
, p. 12344 - 12357 (2019/10/10)
The studies culminating in the synthesis of two large subunits of tautomycetin are described. The first one, fragment C1-C12 that has an anti-1,3-dimethyl system and a terminal diene unit, was accomplished in 10 linear steps in 7.4% overall yield. The second one, fragment C13-C25 which bears the sensitive anhydride framework and the majority of the stereogenic centers, was prepared in 13 linear steps (longest sequence) in 8% overall yield. Among the key transformations used, a regioselective epoxide opening, a Pd-catalyzed addition of terminal alkyne to acceptor alkyne, a Mukaiyama aldol reaction, a Yamaguchi esterification, and a homemade mild di-esterification can be cited. The chosen strategies allowed good yields, stereoselectivity, reproducibility, and scalability for several important intermediates.
PROCESS TO PREPARE EPSILON-CAPROLACTAM
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Page/Page column 15, (2014/10/18)
The invention is directed to a process to prepare ε-caprolactam and/or unsaturated ε-caprolactam from a pentenamide by contacting the pentenamide with a mixture of hydrogen and carbon monoxide in the presence of a solvent and a catalyst system comprising of a Group 8-10 metal and a phosphorus-donor ligand. The ligand may be a xantphos-type ligand.
Diastereo- and Regioselectivity in the Reactions of Dilithiated Allylic Secondary Amides with Cyclopent-2-enone
Haynes, Richard K.,Starling, Scott M.,Vonwiller, Simone C.
, p. 4690 - 4691 (2007/10/02)
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