One-Pot Four-Component Reaction:  Aqueous TiCl3/PhN2+-Mediated Alkyl Radical Addition to Imines Generated in Situ

2005 ◽  
Vol 7 (4) ◽  
pp. 645-648 ◽  
Author(s):  
Rosalba Cannella ◽  
Angelo Clerici ◽  
Nadia Pastori ◽  
Eva Regolini ◽  
Ombretta Porta
ChemInform ◽  
2005 ◽  
Vol 36 (27) ◽  
Author(s):  
Rosalba Cannella ◽  
Angelo Clerici ◽  
Nadia Pastori ◽  
Eva Regolini ◽  
Ombretta Porta

2010 ◽  
Vol 12 (17) ◽  
pp. 3898-3901 ◽  
Author(s):  
Nadia Pastori ◽  
Cosimina Greco ◽  
Angelo Clerici ◽  
Carlo Punta ◽  
Ombretta Porta

2015 ◽  
Vol 11 ◽  
pp. 66-73 ◽  
Author(s):  
Bianca Rossi ◽  
Nadia Pastori ◽  
Simona Prosperini ◽  
Carlo Punta

Following an optimized multicomponent procedure, an aryl amine, a ketone, and a cyclic ether or an alcohol molecule are assembled in a one-pot synthesis by nucleophilic radical addition of ketyl radicals to ketimines generated in situ. The reaction occurs under mild conditions by mediation of the TiCl4/Zn/t-BuOOH system, leading to the formation of quaternary β-amino-ethers and -alcohols. The new reaction conditions guarantee good selectivity by preventing the formation of secondary products. The secondary products are possibly derived from a competitive domino reaction, which involves further oxidation of the ketyl radicals.


ChemInform ◽  
2010 ◽  
Vol 41 (51) ◽  
pp. no-no
Author(s):  
Nadia Pastori ◽  
Cosimina Greco ◽  
Angelo Clerici ◽  
Carlo Punta ◽  
Ombretta Porta

2020 ◽  
Vol 24 (8) ◽  
pp. 900-908
Author(s):  
Ram Naresh Yadav ◽  
Amrendra K Singh ◽  
Bimal Banik

Numerous O (oxa)- and S (thia)-glycosyl esters and their analogous glycosyl acids have been accomplished through stereoselective glycosylation of various peracetylated bromo sugar with benzyl glycolate using InBr3 as a glycosyl promotor followed by in situ hydrogenolysis of resulting glycosyl ester. A tandem glycosylating and hydrogenolytic activity of InBr3 has been successfully investigated in a one-pot procedure. The resulting synthetically valuable and virtually unexplored class of β-CMGL (glycosyl acids) could serve as an excellent potential chiral auxiliary in the asymmetric synthesis of a wide range of enantiomerically pure medicinally prevalent β-lactams and other bioactive molecules of diverse medicinal interest.


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