Iodotrimethylsilane-promoted 1,4-addition of alkynylcopper reagents to {alpha}, {beta}-unsaturated ketones and aldehydes
Conference
·
OSTI ID:250126
- Chalmers Univ. of Technology, Goeteborg (Sweden)
In the presence of TMSI copper acetylides react with cyclic {alpha},{beta}-enones, some s-trans enones and also to {alpha},{beta}-unsaturated aldehydes to give {gamma},{delta}-acetylenic ketones via the silyl enol ethers. Conjugate addition of alkyl and alkenyl copper reagents is a very useful method for the formation of carbon-carbon bonds. However, the conjugate addition of alkynyl copper compounds has so far remained a difficult task. Other methods based on organometallic reagents derived from aluminium, boron, and zinc have been reported. This is the first example of conjugate addition with copper acetylides to {alpha},{beta}-unsaturated carbonyl compounds.
- OSTI ID:
- 250126
- Report Number(s):
- CONF-9508100--
- Country of Publication:
- United States
- Language:
- English
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