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Bicyclic Guanidine Catalyzed Asymmetric Tandem Isomerization Intramolecular‐Diels–Alder Reaction:

The First Catalytic Enantioselective Total Synthesis of (+)‐alpha‐Yohimbine


Dr. Wei Feng, Danfeng Jiang, Dr. Choon‐Wee Kee, Dr. Hongjun Liu, Dr. Choon‐Hong Tan

Chemistry – An Asian Journal, 2016, 11, 390 – 394.


Abstract: Hydroisoquinoline derivatives were prepared in moderate to good enantioselectivities via a bicyclic guanidine‐catalyzed tandem isomerization intramolecular‐Diels–Alder (IMDA) reaction of alkynes. With this synthetic method, the first enantioselective synthesis of (+)‐alpha‐yohimbine was completed in 9 steps from the IMDA products.


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