Double Dearomatization of Bis(diphenylphosphinamides) throughAnionic Cyclization. A Facile Route of Accessing MultifunctionalSystems with Antitumor Properties
The sequential one-pot double dearomatization of bis(N-benzyl-P,P-diphenylphosphinamides) via anioniccyclization is described for the first time. Protonation and alkylation of the dearomatized dianions providebis(tetrahydro-2,1-benzazaphospholes) in good yield and with very high regio- and stereocontrol. Acid-catalyzed methanolysis of the bisheterocycles affords bis(methyl γ-aminophosphinates) stereospecifically.The doubly phosphorylated systems proved to be active against a series of cancer cell lines.
