AI Article Synopsis
- Researchers developed a new synthetic method to create indole-annulated medium-sized-ring compounds using an iridium catalyst in a multi-step reaction.
- This method operates under mild conditions and can accommodate a wide variety of starting materials, leading to good results.
- The process efficiently produces seven-, eight-, or nine-membered-ring compounds with high yields and enantioselectivity, and the mechanism was validated by capturing an intermediate form during the reaction.
Article Abstract
Asymmetric synthesis of indole-annulated medium-sized-ring compounds is developed through an iridium-catalyzed allylic dearomatization/retro-Mannich/hydrolysis cascade reaction. The reaction features mild conditions and a broad substrate scope. Under the optimal conditions, various seven-, eight-, or nine-membered-ring compounds can be afforded in good to excellent yields and excellent enantioselectivity. The proposed mechanism is supported by capturing the dearomatized intermediate through in situ reduction.
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| http://dx.doi.org/10.1021/jacs.6b02678 | DOI Listing |
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