N719 dye-sensitized organophotocatalysis: enantioselective tandem Michael addition/oxyamination of aldehydes.
A remarkably efficient photosensitizer, N719 dye, was used in asymmetric tandem Michael addition/oxyamination of aldehydes, rendering α,β-substituted aldehydes in good yields with excellent levels of enantioselectivity and diastereoselectivity. This is the first report of a multiorganocatalytic reaction involving iminium catalysis and photoinduced singly occupied molecular orbital (SOMO) catalysis. This reaction is expected to expand the scope of tandem organocatalytic reactions.
Energy Systems Research, Ajou University, Suwon, 443-749, South Korea.
Hyo-Sang
HS
Yoon
Xuan-Huong
XH
Ho
Jiyeon
J
Jang
Hwa-Jung
HJ
Lee
Seung-Joo
SJ
Kim
Hye-Young
HY
Jang
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry*; D000586:Amination; D002384:Catalysis; D004396:Coloring Agents / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D055668:Photochemical Processes; D017319:Photosensitizing Agents / Q000737:chemistry*; D013237:Stereoisomerism; D013861:Thiocyanates / Q000737:chemistry*
D000447:Aldehydes; D004396:Coloring Agents; D009942:Organometallic Compounds; D017319:Photosensitizing Agents; D013861:Thiocyanates; C506095:bis(2,2'-bipyridyl-4,4'-dicarboxylate)ruthenium(II) bis(tetrabutylammonium) bis(thiocyanate)