Synthesis of the sedum and related alkaloids: A personal perspective

Bates, Roderick W.

doi:10.1016/j.tetlet.2017.12.026

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Cited by 9 publications

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“…The piperidine nucleus is a ubiquitous structural motif, found in numerous naturally occurring alkaloids and synthetic drugs with potent biological activities. A representative example is the sedamine family of alkaloids II , III , IV , V (Figure ) which has a number of therapeutic effects, e.g., control of anxiety …”

Section: Introductionmentioning

confidence: 99%

A General Approach to Various Five‐ and Six‐Membered gem‐Difluoroheterocycles: Application to the Synthesis of Fluorinated Analogues of Sedamine

et al. 2018

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A new synthesis of a group of O‐, S‐ and N‐heterocycles with a gem‐difluoro group in position β to the heteroatom has been developed, starting from easily accessible gem‐difluoro propargylic derivatives. This tandem process involves a base‐induced isomerization followed by an intramolecular 1,4 hetero‐Michael addition. This methodology is suitable for the preparation of five‐ and six‐membered heterocycles and it has been successfully applied to the synthesis of the 3,3‐difluoro analogues of (±)‐sedamine III, (±)‐allosedamine V, (±)‐norallosedamine II, and (±)‐norsedamine IV.

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Section: Introductionmentioning

confidence: 99%