Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Department of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, Mail Code 164-30, Pasadena, CA 91125, USA.
Nat Chem. 2009 Aug;1(5):359-69. doi: 10.1038/nchem.297.
Enantioselective protonation is a common process in biosynthetic sequences. The decarboxylase and esterase enzymes that effect this valuable transformation are able to control both the steric environment around the proton acceptor (typically an enolate) and the proton donor (typically a thiol). Recently, several chemical methods to achieve enantioselective protonation have been developed by exploiting various means of enantiocontrol in different mechanisms. These laboratory transformations have proven useful for the preparation of a number of valuable organic compounds.
对映选择性质子化是生物合成序列中的常见过程。实现这一有价值转化的脱羧酶和酯酶能够控制质子受体(通常为烯醇化物)和质子供体(通常为硫醇)周围的立体环境。最近,通过利用不同机制中的各种对映体控制手段,已经开发出了几种实现对映选择性质子化的化学方法。这些实验室转化对于制备许多有价值的有机化合物非常有用。