Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
J Am Chem Soc. 2018 Jan 17;140(2):606-609. doi: 10.1021/jacs.7b12260. Epub 2018 Jan 4.
The copper hydride (CuH)-catalyzed enantioselective reduction of α,β-unsaturated carboxylic acids to saturated aldehydes is reported. This protocol provides a new method to access a variety of β-chiral aldehydes in good yields, with high levels of enantioselectivity and broad functional group tolerance. A reaction pathway involving a ketene intermediate is proposed based on preliminary mechanistic studies and density functional theory calculations.
报道了铜氢化物（CuH）催化的α，β-不饱和羧酸对映选择性还原为饱和醛。该方案为获得各种β-手性醛提供了一种新方法，产率高，对映选择性高，官能团容忍度广。基于初步的机理研究和密度泛函理论计算，提出了一种涉及烯酮中间体的反应途径。
