Department of Chemistry, Brandeis University, Waltham, MA, 02454-9110, USA.
Angew Chem Int Ed Engl. 2018 Feb 19;57(8):2233-2237. doi: 10.1002/anie.201710915. Epub 2018 Jan 18.
Novel cinchona alkaloid derived chiral phase-transfer catalysts enabled the highly chemo-, regio-, diastereo-, and enantioselective umpolung addition of trifluoromethyl imines to α,β-unsaturated N-acyl pyrroles. With a catalyst loading ranging from 0.2 to 5.0 mol %, this new catalytic asymmetric transformation provides facile and high-yielding access to highly enantiomerically enriched chiral trifluoromethylated γ-amino acids and γ-lactams.
新型金鸡纳生物碱衍生手性相转移催化剂实现了三氟甲基亚胺对α,β-不饱和 N-酰基吡咯的高化学选择性、区域选择性、非对映选择性和对映选择性的反转加成。在催化剂用量为 0.2 至 5.0 摩尔%的情况下,这种新的催化不对称转化为高对映体富集的手性三氟甲基化γ-氨基酸和γ-内酰胺提供了简便、高产率的途径。