Catalytic asymmetric allylic and homoallylic diamination of terminal olefins via formal C-H activation.
This paper describes a catalytic asymmetric diamination process for terminal olefins at allylic and homoallylic carbons via formal C-H activation using di-tert-butyldiaziridinone as nitrogen source with a catalyst generated from Pd2(dba)3 and chiral phosphorus amidite ligand. A wide variety of readily available terminal olefins can be effectively diaminated in good yields with high regio-, diastereo-, and enantioselectivities.
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
Haifeng
H
Du
Baoguo
B
Zhao
Yian
Y
Shi
D000475:Alkenes / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D003959:Diamines / Q000138:chemical synthesis* / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry; D009584:Nitrogen / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D010758:Phosphorus / Q000737:chemistry; D013237:Stereoisomerism
D000475:Alkenes; D001388:Aziridines; D003959:Diamines; D008024:Ligands; D009281:Naphthalenes; D009942:Organometallic Compounds; C475744:S(-)2,2'-dihydroxy-1,1'-binaphthyl; C527442:di-tert-butyldiaziridinone; D010758:Phosphorus; D002244:Carbon; D006859:Hydrogen; D009584:Nitrogen