Abstract
A new Ag/Brønsted acid co-catalyzed spiroketalization of β-alkynyl ketones with para-quinone methides (p-QMs) has been established, enabling multiple C-C and C-O bond-forming events to access densely functionalized spiro[chromane-2,1′-isochromene] derivatives with generally excellent diastereoselectivity and good yields. A reasonable mechanism for forming these 6,6-dibenzannulated spiroketals involving 6-endo-dig oxo-cyclization and 1,6-addition-cyclization cascades is proposed.
| Original language | English |
|---|---|
| Pages (from-to) | 3831-3834 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 19 |
| Issue number | 14 |
| DOIs | |
| State | Published - Jul 21 2017 |
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Liu, S., Lan, X. C., Chen, K., Hao, W. J., Li, G., Tu, S. J., & Jiang, B. (2017). Ag/Brønsted Acid Co-Catalyzed Spiroketalization of β-Alkynyl Ketones toward Spiro[chromane-2,1′-isochromene] Derivatives. Organic Letters, 19(14), 3831-3834. https://doi.org/10.1021/acs.orglett.7b01705