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Total Synthesis of (+)-Conolidine by the Gold(I)-Catalyzed Cascade Cyclization of a Conjugated Enyne
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2016-06-20 00:00:00 , DOI: 10.1021/acs.joc.6b00720 Saori Naoe 1 , Yusuke Yoshida 1 , Shinya Oishi 1 , Nobutaka Fujii 1 , Hiroaki Ohno 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2016-06-20 00:00:00 , DOI: 10.1021/acs.joc.6b00720 Saori Naoe 1 , Yusuke Yoshida 1 , Shinya Oishi 1 , Nobutaka Fujii 1 , Hiroaki Ohno 1
Affiliation
A total synthesis of (+)-conolidine has been achieved via the gold(I)-catalyzed cascade cyclization of a conjugated enyne. Remarkably, this strategy allowed for the simultaneous formation of the indole ring and the ethylidene-substituted piperidine moiety of (+)-conolidine under homogeneous gold catalysis in an enantioselective manner (88–91% ee).
中文翻译:
金(I)催化共轭烯炔的级联环化的(+)-Conolidine的全合成。
通过金(I)-催化的共轭烯炔的级联环化,已经实现了(+)-可乐定的全合成。值得注意的是,这种策略允许在均相金催化下以对映选择性的方式同时形成吲哚环和(+)-可可宁的亚乙基取代的哌啶部分(对映体为88-91%ee)。
更新日期:2016-06-20
中文翻译:
金(I)催化共轭烯炔的级联环化的(+)-Conolidine的全合成。
通过金(I)-催化的共轭烯炔的级联环化,已经实现了(+)-可乐定的全合成。值得注意的是,这种策略允许在均相金催化下以对映选择性的方式同时形成吲哚环和(+)-可可宁的亚乙基取代的哌啶部分(对映体为88-91%ee)。