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Cis-Decahydroquinolines Via Asymmetric Organocatalysis: Application To The Total Synthesis Of Lycoposerramine Z.

Ben Bradshaw, Carlos Luque-Corredera, J. Bonjoch
Published 2013 · Chemistry, Medicine

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A concise synthesis of the Lycopodium alkaloid lycoposerramine Z is reported. Key to the strategy is a one-pot organocatalyzed Michael reaction followed by a domino Robinson annulation/intramolecular aza-Michael reaction promoted by LiOH, leading to enantiopure cis-decahydroquinolines.
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