Journal
ORGANIC LETTERS
Volume 14, Issue 24, Pages 6134-6137Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol302696e
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Funding
- National Natural Science Foundation of China [21072100, 21121002, 21272119]
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A new phosphine-triggered tandem [3 + 4] annulation reaction between Morita-Baylis-Hillman carbonates and 1,4-diheteroatom dinucleophiles has been developed, which provides a facile synthetic method for saturated seven-membered 1,4-heterocycles such as 1,4-oxazepanes, 1,4-thiazepanes, and 1,4-diazepanes. Mechanistic investigation implies that this reaction takes place through a phosphine-catalyzed allylic alkylation followed by a general base-catalyzed intramolecular Michael cyclization.
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