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Short Paper | Special issue | Vol 99, No. 1, 2019, pp.649-660
Published online, 19th September, 2018
DOI: 10.3987/COM-18-S(F)25
Formal Synthesis of Gephyrotoxin 287C

Katsuki Takashima and Naoki Toyooka*

*Graduate School of Innovative Life Science, University of Toyama, 3190 Gofuku, Toyama 930-8555, Japan


The enantioselective formal synthesis of (-)-gephyrotoxin 287C (1) has been achieved from octahydroquinolinone 8. The α, β-unsaturated ester 16, whose enantiomer was a key intermediate for the total synthesis of (+)-1, was synthesized by highly stereoselective Michael-type conjugate addition reaction to 8 and subsequent transformations.