Inexpensive Multigram-Scale Synthesis of Cyclic Enamines and 3-*N* Spirocyclopropyl Systems

Publication
Organic and Biomolecular Chemistry, 16(4), 652-656

Abstract

Cyclic enamines are important synthons for many synthetic and pharmacological targets. Here, we report an inexpensive, catalyst-free, multigram-scale synthesis for cyclic enamines with exocyclic double bonds and four- to seven-membered rings. This strategy is more conducive to scale up, permissive of functionalization around the cyclic system, and less sensitive to the nature of the N-protecting group than previously-described methods for cyclic enamine synthesis. Further, we explore application of these enamines to the synthesis of highly-strained spirocyclic 3N-cyclopropyl scaffolds.

Pratik Kumar, PhD
Pratik Kumar, PhD
HHMI Postdoctoral Associate

I am a chemical biologist and I make chemical tools for biology.

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