A readily accessible conjugate‐base‐stabilized carboxylic acid (CBSCA) catalyst facilitates highly enantioselective [4+2] cycloaddition reactions of salicylaldehyde‐derived acetals and cyclic enol ethers, resulting in the formation of polycyclic chromanes with oxygenation in the 2‐ and 4‐positions. Stereochemically more complex products can be obtained from racemic enol ethers. Spirocyclic products are also accessible.
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Catalytic Enantioselective [4+2] Cycloadditions of Salicylaldehyde Acetals with Enol Ethers
A readily accessible conjugate‐base‐stabilized carboxylic acid (CBSCA) catalyst facilitates highly enantioselective [4+2] cycloaddition reactions of salicylaldehyde‐derived acetals and cyclic enol ethers, resulting in the formation of polycyclic chromanes with oxygenation in the 2‐ and 4‐positions. Stereochemically more complex products can be obtained from racemic enol ethers. Spirocyclic products are also accessible.
more » « less- Award ID(s):
- 2154292
- NSF-PAR ID:
- 10481102
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Angewandte Chemie International Edition
- Volume:
- 63
- Issue:
- 4
- ISSN:
- 1433-7851
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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