3 years ago

General and Catalytic Enantioselective Approach to Isopavine Alkaloids

General and Catalytic Enantioselective Approach to Isopavine Alkaloids
Lingyu Sun, Da Li, Jin Wang, Zhongjing He, Xiaowei Zhou, Weiping Chen, Ru Jiang, Dongxu Zhang
A concise, versatile, and catalytic enantioselective approach to natural and non-natural isopavine alkaloids has been developed. The synthesis takes advantage of catalytic asymmetric reaction to construct the pivotal stereogenic center in a highly enantioselective way (95–98% ee), and features use of intramolecular Pictet–Spengler reaction to build the core tetracyclic skeleton in a rapid and stereoselective fashion.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b02385

DOI: 10.1021/acs.joc.7b02385

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