<i>C</i><sub>2</sub>-Symmetric Cyclic Selenium-Catalyzed Enantioselective Bromoaminocyclization
作者:Feng Chen、Chong Kiat Tan、Ying-Yeung Yeung
DOI:10.1021/ja311202e
日期:2013.1.30
A catalytic asymmetric bromocyclization of trisubstituted olefinic amides that uses a C(2)-symmetric mannitol-derived cyclic selenium catalyst and a stoichiometric amount of N-bromophthalimide is reported. The resulting enantioenriched pyrrolidine products, which contain two stereogenic centers, can undergo rearrangement to yield 2,3-disubstituted piperidines with excellent diastereoselectivity and
报道了使用 C(2)-对称甘露醇衍生的环状硒催化剂和化学计量的 N-溴邻苯二甲酰亚胺的三取代烯酰胺的催化不对称溴环化。得到的富含对映体的吡咯烷产物含有两个立体中心,可以进行重排以产生具有优异非对映选择性和对映体特异性的 2,3-二取代哌啶。