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New Synthetic Routes to (+)-Uleine and (-)-Tubifolidine: General Approach to 2-Azabicyclo[3.3.1]nonane Indole Alkaloids.

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Novel asymmetric synthetic routes to (+)-uleine and (-)-tubifolidine are reported herein. The regioselective formation of enol triflates from 2-azabicyclo[3.3.1]nonane ketones followed by indolizations of the resultant ene-hydrazides allowed the efficient… Click to show full abstract

Novel asymmetric synthetic routes to (+)-uleine and (-)-tubifolidine are reported herein. The regioselective formation of enol triflates from 2-azabicyclo[3.3.1]nonane ketones followed by indolizations of the resultant ene-hydrazides allowed the efficient construction of key indole intermediates, facilitating the total synthesis of the target natural alkaloids.

Keywords: routes uleine; tubifolidine general; azabicyclo nonane; synthetic routes; new synthetic; uleine tubifolidine

Journal Title: Organic letters
Year Published: 2020

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