Abstract
A new one-pot, two-step silver-catalyzed spiroketalization of the in-situ generated quinone imine ketals (QIKs) with β-alkynyl ketones has been established, enabling multiple C−O and C−C bond-forming reactions to access densely functionalized spiro[benzofuran-2,1′-isochromene] derivatives with generally good yields. The use of β-alkynyl ketones bearing alkyl and aryl groups located at the α-position of the carbonyl group could lead to highly diastereoselective spiro[chromane-2,1′-isochromene] derivatives. The reaction features broad substrate scope, mild oxidative catalytic conditions and excellent diastereoselectivity. (Figure presented.).
Original language | English |
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Pages (from-to) | 1182-1192 |
Number of pages | 11 |
Journal | Default journal |
Volume | 360 |
Issue number | 6 |
DOIs | |
State | Published - Mar 20 2018 |
Keywords
- 1,4-Addition
- Benzannulated 5,6-Spiroketals
- Diastereoselectivity
- Silver Catalysis
- Spiroketalization