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α,β‐Unsaturated ketones generally undergo addition reactions with nucleophiles with a preference for either 1,2‐ or 1,4‐addition, but rarely both. However, the right combination of reagents allows for consecutive 1,4‐ and 1,2‐additions to occur: Cyclic α,β‐unsaturated ketones undergo double additions with lithium(trimethylsilyl)diazomethane, effectively generating various molecular frameworks with...
Die sequenzielle 1,4‐ und 1,2‐Addition von Lithium(trimethylsilyl)diazomethan an cyclische α,β‐ungesättigte Ketone führt zu cyclischen Alkylidencarbenen, die in Abhängigkeit von den Reaktionsbedingungen und dem Kohlenstoffgerüst durch C‐C‐Fragmentierung oder Li‐N‐Insertion weiterreagieren. Die Abbildung veranschaulicht die effektive Tandemreaktion, die verschiedene neuartige Pyrazole und Pyrazoline...
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