4.7 Article

General and Catalytic Enantioselective Approach to Isopavine Alkaloids

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 23, Pages 12899-12907

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02385

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Funding

  1. National Natural Science Foundation of China [21472240, 21272271]

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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.

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