Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 139, Issue 43, Pages 15504-15508Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b09252
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Funding
- Environmental Protection Agency through the Network for Sustainable Molecular Design and Synthesis Program [NSFCHE-1339674]
- National Science Foundation
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1339674] Funding Source: National Science Foundation
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Metallo-photoredox catalysis has redefined the available bond disconnections in the synthetic arsenal. By harnessing the one-electron chemistry of photoredox catalysis in tandem with low-valent cobalt catalysts, new methods by which functionalities may be stitched together become available. Herein we describe the coupling of photoredox-generated alpha-amino radical species with conjugated dienes using a unified cobalt and iridium catalytic system in order to access a variety of useful homoallylic amines from simple commercially available starting materials. We present a series of mechanistic experiments that support the intervention of Co-hydride intermediates that undergo diene insertion to generate Co-pi-allyl species.
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