Aminohydroxylation of olefins with iminopyridinium ylides by dual Ir photocatalysis and Sc(OTf)(3) catalysis

作者：Miyazawa Kazuki; Koike Takashi; Akita Munetaka

来源：Tetrahedron, 2016, 72(48): 7813-7820.

DOI：10.1016/j.tet.2016.05.045

• Photoredox catalysis
• Lewis acid catalysis
• Aminohydroxylation
• Nitrogen-centered radical

We have developed a new strategy for catalytic aminohydroxylation of olefins with an N-protected iminopyridinium ylide as the amine source. Iminopyridinium ylides N-protected with TFAc (trifluoroacetyl), Boc (tert-butoxycarbonyl), Troc (2,2,2-trichloroethoxycarbonyl), and Alloc (allyloxycarbonyl) groups serve as N-centered radical precursors when combined with fac-[Ir(ppy)(3)] photocatalysis and Sc(OTf)(3) catalysis. The dual Ir photoredoxiSc(OTf)(3) catalysis proves to be effective for aminohydroxylation of olefins under mild reaction conditions to provide 2-aminoalcohol derivatives bearing a primary amino group.

• 出版日期2016-12-1