Asymmetric total synthesis of Lycopodium alkaloids α-obscurine, N-desmethyl-α-obscurine, β-obscurine and N-desmethyl-β-obscurine

Literature Information

Publication Date 2015-11-18
DOI 10.1039/C5QO00355E
Impact Factor 5.281
Authors

Jian-Guo Fu, Guang-Qiang Xu, Rui Ding, Guo-Qiang Lin, Bing-Feng Sun


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Abstract

The asymmetric total synthesis of α-obscurine (1), β-obscurine (2), N-desmethyl-α-obscurine (3), and N-desmethyl-β-obscurine (4) was accomplished. Key reactions in the construction of the A/B/C-ring system include the Buchwald–Hartwig coupling reaction, the Heck cyclization, and the diastereoselective hydrogenation.

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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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