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  • Cobalt-catalyzed asymmetric olefin aziridination with diphenylphosphoryl azide.

Cobalt-catalyzed asymmetric olefin aziridination with diphenylphosphoryl azide.

The Journal of organic chemistry (2008-08-20)
Jess E Jones, Joshua V Ruppel, Guang-Yao Gao, Thomas M Moore, X Peter Zhang
ABSTRACT

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.

MATERIALS
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Sigma-Aldrich
Diphenyl phosphoryl azide, 97%