Chromium (low valent)

Name Reactions

Nozaki-Hiyama Coupling

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Recent Literature

The stereoselective reaction of different aldehydes and ethyl dibromoacetate promoted by SmI₂ or CrCl₂ gives (E)-α,β-unsaturated esters by an an aldol-type reaction and a subsequent β-elimination reaction.
J. M. Concellon, C. Concellon, C. Mejica, J. Org. Chem., 2005, 70, 6111-6113.

Slow addition of a terminal alkyne and water to a mixture of an aldehyde, CrCl₂, NiCl₂ and a catalytic amount of triphenylphosphine in DMF at 25°C generates a 1,2-disubstituted allylic alcohol regioselectively.
K. Takai, S. Sakamoto, T. Isshiki, Org. Lett., 2003, 5, 653-655.

Electrochemical Nozaki-Hiyama-Kishi Coupling: Scope, Applications, and Mechanism
Y. Gao, D. E. Hill, W. Hao, B. J. McNicholas, J. C. Vantourout, R. G. Hadt, S. E. Reisman, D. G. Blackmond, P. S. Baran, J. Am. Chem. Soc., 2021, 143, 9478-9488.