Department of Chemistry , Emory University , 1515 Dickey Drive , Atlanta , Georgia 30322 , United States.
Org Lett. 2018 Jul 6;20(13):3771-3775. doi: 10.1021/acs.orglett.8b01362. Epub 2018 Jun 21.
The synthesis of β-arylpyrrolidines via a catalytic enantioselective intermolecular allylic C(sp)-H functionalization of trans-alkenes followed by immediate reduction, ozonolysis, and then in situ diversification of the resulting cyclic hemiaminal to furnish highly substituted, stereoenriched β-arylpyrrolidines is reported. This methodology utilizes 4-aryl-1-sulfonyl-1,2,3-triazoles as carbene precursors and the dirhodium tetracarboxylate catalyst Rh( S-NTTL). A variety of β-arylpyrrolidines were prepared in good yields with high levels of diastereo- and enantioselectivity over four linear steps, requiring only a single purification procedure.
通过催化对映选择性的反式烯烃间的烯丙基 C(sp)-H 官能化，然后立即还原、臭氧化，然后在原位对得到的环状半亚胺进行多样化，从而合成 β-芳基吡咯烷。报道了这种方法利用 4-芳基-1-磺酰基-1,2,3-三唑作为卡宾前体和二钌四羧酸酯催化剂 Rh( S-NTTL)。通过四步线性反应，仅需单一纯化步骤，以良好的收率和高水平的非对映选择性和对映选择性制备了各种 β-芳基吡咯烷。
