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Please login to access the full content or check if you have access via1.2.1.4.3.3 Water-Promoted Mannich Reaction
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Bernardi, L.; Ricci, A., Science of Synthesis: Multicomponent Reactions, (2014) 1, 153.
Water produced during imine formation can itself promote the subsequent Mannich reaction, as demonstrated in the solvent- and catalyst-free vinylogous Mannich addition of 2-(trimethylsiloxy)furan to in situ generated imines to give the corresponding γ-butenolide derivatives 28 (Scheme 31).[43]
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M8 | Me8 | Meeeee (eeee/eee) | Meeeee (%) | Mee |
---|---|---|---|---|
Me | Me | 88:88 | 88 | [88] |
8-MeM8M8 | Me | 88:88 | 88 | [88] |
8-MeMM8M8 | Me | 88:88 | 88 | [88] |
8-eeeeeee | Me | 88:88 | 88 | [88] |
MM8Me | Me | 88:88 | 88 | [88] |
Me | Me | 88:88 | 88 | [88] |
eeeeeeeeeee | Me | 88:88 | 88 | [88] |
Me | 8-MeM8M8 | 88:88 | 88 | [88] |
Me | 8-MeM8M8 | 88:88 | 88 | [88] |
Me | 8-MeMM8M8 | 88:88 | 88 | [88] |
Me | 8-MeM-8-M8MM8M8 | 88:88 | 88 | [88] |
Me | 8-MMM8M8 | 88:88 | 88 | [88] |
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References
[43] | Meeeeeee, M.; Meeeee, M.; Meeeeee, M.; Meeeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |