Institut Charles Gerhardt Montpellier (ICGM), UMR 5253, Univ Montpellier, CNRS, ENSCM - Ecole Nationale Supérieure de Chimie , 8 Rue de l'Ecole Normale, Montpellier 34296 Cedex 5, France.
X-ray structures analysis, Institut Européen des Membranes (IEM), UMR 5632, Univ Montpellier, CNRS - Place Eugène Bataillon , Montpellier 34095 Cedex 5, France.
Org Lett. 2018 Mar 2;20(5):1444-1447. doi: 10.1021/acs.orglett.8b00228. Epub 2018 Feb 13.
The synthesis of cyclic imidazolidines via two N-C bond-forming sequences has been developed. The transformation goes through a (3 + 2)-cycloaddition reaction in the presence of catalytic amounts of palladium by combining several vinyl aziridines and cyclic N-sulfonyl imines. Interestingly, the use of LiCl as additive allowed the improvement of diastereoselectivities when less encumbered substrates were used. The imidazolidine derivatives that bear aminal cores are isolated in high yields (15 examples, up to 96% yield) and diastereoselectivities (up to >20:1).
通过两种 N-C 键形成序列合成了环状咪唑烷。该转化在催化量钯的存在下通过结合几种乙烯基氮丙啶和环状 N-磺酰亚胺进行（3 + 2）-环加成反应。有趣的是，当使用较少受阻的底物时，使用 LiCl 作为添加剂可以提高非对映选择性。带有亚胺核的咪唑烷衍生物以高产率（15 个实例，最高产率达 96%）和非对映选择性（最高达 >20:1）分离出来。
