Organomanganese chlorides react with p-mono or p,p-bisubstituted aðylenic aldehydes in the presence of a catalytic amount of copper chloride to give good yields of I ,4-addition products in THF at -30 "c.
Organomanganese (II) reagents XVI1: copper-catalyzed 1,4-addition of organomanganese chlorides to conjugated enones
✍ Scribed by Gérard Cahiez; Mouad Alami
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 258 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
conjugate addition reaction efficiently and the butyl manganese chloride could be indifferently prepared from butyllithium or butyhnagnesium halide.
As shown in Table I and II, the scope of this reaction is very broad. Thus, high yields of 1,4-addition products were obtained from a vast array of cyclic or acyclic conjugated enones (Table I). Even the p,p-bisubstituted o$-ethylenic ketones, which are well known to undergo the conjugate addition of an organocopper or an organocuprate reagent with difficulty, react easily and cleanly under our conditions (enfries 7 ro II).
📜 SIMILAR VOLUMES
## Copper-catalyzed conjugate addition of organomanganese reagents to a, B ethylenic esters easily takes place in THF at O'C, in the presence of 3% CuCl and MejSiCI. Good to moderate yields are obtained from organomanganese reagents preparedfrom organolithium or organomagnesium compounok Recently,