1158910-58-7Relevant academic research and scientific papers
Synthesis of New γ-Lactams with gem-Difluorinated Side Chains
Boustie, Jo?l,Gouault, Nicolas,Greé, René,Hachem, Ali,Justaud, Frédéric,Roisnel, Thierry,Soulieman, Ali
, p. 2258 - 2262 (2019)
A short and efficient approach has been designed for the synthesis of new γ-lactams that feature gem-difluorinated side-chains in position 4. The key steps involve 1,4-addition of nitroalkane anions on electrophilic gem-difluoroalkenes, followed by a cascade nitro reduction-heterocyclization. This flexible strategy also allows easy introduction of substituents in positions 3 or 5.
Synthesis of bicyclic 1,4-thiazepines as novel anti-: Trypanosoma brucei brucei agents
Vairoletti, Franco,Medeiros, Andrea,Fontán, Pablo,Meléndrez, Jennifer,Tabárez, Carlos,Salinas, Gustavo,Franco, Jaime,Comini, Marcelo A.,Salda?a, Jenny,Jancik, Vojtech,Mahler, Graciela,Saiz, Cecilia
, p. 1481 - 1487 (2019/08/21)
1,4-Thiazepines derivatives are pharmacologically important heterocycles with different applications in medicinal chemistry. In the present work, we describe the preparation of new bicyclic thiazolidinyl-1,4-thiazepines 3 by reaction between azadithiane c
Synthesis of γ-acetoxy β-keto esters through regioselective hydration of γ-acetoxy-α,β-alkynoates
Pradhan, Tapas R.,Mendhekar, Kishor L.,Mohapatra, Debendra K.
, p. 5517 - 5531 (2015/06/16)
The Au(I)-catalyzed regioselective hydration of γ-acetoxy-α,β-acetylinic ester by the assistance of a neighboring carbonyl group has been developed. Varieties of simple primary, secondary, and tertiary γ-acetoxy-α,β-acetylinic esters, even those bearing sensitive functional group in the remote reaction sites, are selectively hydrated to the corresponding β-keto esters. The reaction tolerates a wide variety of other carboxylates, such as benzoates, propionates, acrylates, and pivalates, including chiral carboxylates with retention of the configuration. The broad substrate scope, including the derivatization of complex natural products and neutral and open air conditions, makes this atom economical approach very practical. 18O labeling experiments disclose that the oxygen transposition occurs from the carboxylate group to the triple bond, not from water.
Highly enantioselective catalytic alkyl propiolate addition to aliphatic aldehydes
Turlington, Mark,DeBerardinis, Albert M.,Pu, Lin
supporting information; experimental part, p. 2441 - 2444 (2009/11/30)
A novel H8BINOL-based chiral ligand (S)-3 is found to catalyze the alkyl propiolate addition to aliphatic aldehydes in the presence of ZnEt2 and Ti(OiPr)4 at room temperature with excellent enantioselectivity (89-97% ee).
