Streamlined Synthesis of C(sp3)-Rich N-Heterospirocycles Enabled by Visible-Light-Mediated Photocatalysis

Nils J. Flodén, Aaron Trowbridge, Darren Willcox, Scarlett M. Walton, Yongjoon Kim, Matthew J. Gaunt

Research output: Contribution to journalArticlepeer-review

Abstract

We report a general visible-light-mediated strategy that enables the construction of complex C(sp3)-rich N-heterospirocycles from feedstock aliphatic ketones and aldehydes with a broad selection of alkene-containing secondary amines. Key to the success of this approach was the utilization of a highly reducing Ir-photocatalyst and orchestration of the intrinsic reactivities of 1,4-cyclohexadiene and Hantzsch ester. This methodology provides streamlined access to complex C(sp3)-rich N-heterospirocycles displaying structural and functional features relevant to fragment-based lead identification programs.

Original languageEnglish
Pages (from-to)8426-8430
Number of pages5
JournalJournal of the American Chemical Society
Volume141
Issue number21
Early online date9 May 2019
DOIs
Publication statusPublished - 29 May 2019

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