Cobalt-catalyzed asymmetric olefin aziridination with diphenylphosphoryl azide.
The cobalt(II) complexes of D2-symmetric chiral porphyrins, such as 3,5-Di(t)Bu-ChenPhyrin P5, can catalyze asymmetric olefin aziridination with diphenylphosphoryl azide (DPPA) as a nitrene source. Acceptable asymmetric inductions were observed for the [Co(P5)]-based catalytic system, forming the desired N-phosphorus-substituted aziridines in moderate to high yields and good enantioselectivities.
Jones
Jess E
JE
Department of Chemistry, University of South Florida, Tampa, Florida 33620-5250, USA.
Ruppel
Joshua V
JV
Gao
Guang-Yao
GY
Moore
Thomas M
TM
Zhang
X Peter
XP
D000475:Alkenes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D001386:Azides; D001388:Aziridines; D009942:Organometallic Compounds; D011166:Porphyrins; D003035:Cobalt; C007523:diphenylphosphorazidate