Department of Chemistry, Emory University , 1515 Dickey Drive, Atlanta, Georgia 30322, United States.
Org Lett. 2014 Jun 6;16(11):3036-9. doi: 10.1021/ol5011505. Epub 2014 May 20.
A rhodium-catalyzed asymmetric synthesis of β-lactones via intramolecular C-H insertion into the ester group of aryldiazoacetates has been developed. The β-lactones were synthesized in high yields and with high levels of diastereo- and enantioselectivity. Halo and trifluoromethyl substituents at the ortho position of the aryldiazoacetates enhance intramolecular C-H insertions over intermolecular reactions, allowing C-H insertion of even methyl C-H bonds.
铑催化的通过芳基重氮乙酸酯酯基的分子内 C-H 插入的β-内酰胺的不对称合成已经被开发出来。β-内酰胺以高产率和高的非对映选择性和对映选择性合成。芳基重氮乙酸酯邻位的卤素和三氟甲基取代基增强了分子内 C-H 插入反应而不是分子间反应，甚至允许甲基 C-H 键的 C-H 插入。
