Normandie Univ., INSA Rouen , UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen , France.
Organic Chemistry Division , CSIR-National Chemical Laboratory , Dr. Homi Bhabha Road , Pune - 411008 , India.
Org Lett. 2018 Jul 6;20(13):3897-3901. doi: 10.1021/acs.orglett.8b01482. Epub 2018 Jun 13.
The N-heterocyclic carbene (NHC)-catalyzed trifluoromethylation of α-chloro aldehydes was developed, allowing straightforward access to valuable α-trifluoromethyl ester derivatives. The unique combination of an electrophilic trifluoromethylation reagent with NHC catalysis was the key for the functionalization of a broad range of α-chloro aldehydes, and the products are formed in moderate to good yields. Investigations of the enantioselective version of this reaction afforded the enantioenriched products in moderate yields with good ee values.
N-杂环卡宾（NHC）催化的α-氯醛的三氟甲基化反应得到了发展，为制备有价值的α-三氟甲基酯衍生物提供了一种直接的方法。亲电三氟甲基化试剂与 NHC 催化的独特组合是实现广泛的α-氯醛官能化的关键，并且产物以中等至良好的收率形成。对该反应的对映选择性版本的研究提供了中等产率和良好对映选择性的手性富集产物。
