Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 16, Pages 7191-7200Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b01066
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Funding
- National Science Foundation [CHE-1465075, CHE-1213880]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1213880] Funding Source: National Science Foundation
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Atropisomeric enone-imides and enone-amides featuring N-C-Aryl bond rotation were evaluated for intramolecular [2 + 2] photocycloaddition. Straight addition product was observed over cross-addition product with good control over reactivity. The atropselectivity was found to be dependent on the substituent on the aryl ring. Substitution dependent atropselectivity was rationalized on the basis of a divergent mechanistic pathway.
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