Catalytic Asymmetric Total Syntheses of (R)-Bgugaine and (R)-Irnidine

Paul Andrew Clarke, Christopher Maddocks

Research output: Contribution to journalSpecial issuepeer-review


An enantioselective total synthesis of (R)-bgugaine and the first enantioselective total synthesis of (R)-irnidine are reported. The key steps are the asymmetric ‘clip-cycle’ formation of the pyrrolidine ring in 94:6 e.r., which is common to both natural products, followed by Liebeskind–Srogl coupling and Wolf-Kishner reduction. The route yields (R)-bgugaine and (R)-irnidine in 6 steps and in overall yields of 33% and 18% respectively.
Original languageEnglish
Article number131789
Pages (from-to)1-9
Number of pages9
Issue number8
Early online date28 Nov 2020
Publication statusPublished - 8 Jan 2021

Bibliographical note

Invited submission to the Prof. Richard Taylor Special Issue

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