Published TCIMAIL newest issue No.197
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Gilman Reaction
Gilman reaction is a name reaction as typified by 1,4-additions of α,β-unsaturated ketones as well as SN2-type alkylation of alkyl halides. Gilman reagents are organocopper compounds typically illustrated by C-Cu-C core with a lithium counterion and are particularly useful for the Gilman reaction. The reagents are readily preparable from 2 equiv. of alkyllithium reagents and a copper(I) salt such as CuI.
- Reagents:
- Gilman reagents
- Reactants:
- α,β-Unsaturated carbonyl compounds, Alkyl halides
- Products:
- Corresponding adducts
- Scheme:
-
- Original literature:
-
- The Preparation of Methylcopper and some Observations on the Decomposition of Organocopper Compounds
- Review literature:
-
- Henry Gilman: American Pioneer in the Rise of Organometallic Chemistry in Modern Science and Technology
