An efficient and selective synthesis of nakienone A involving a novel protocol for α-alkenylation of ketones via palladium-catalyzed alkenyl-alkenyl coupling
✍ Scribed by Milan Pour; Ei-ichi Negishi
- Book ID
- 104256155
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 233 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Nakienone A was synthesized for the first time from 3-methoxy-2-cyclopentenone, dienyl iodide 7, and LiCI-I2OMOM in 8 steps in 26% overall yield with full control of the alkene geometry using the Pal-catalyzed cross coupling reaction of a cyclopentenylzinc derivative 6a with 7 as a key step.
📜 SIMILAR VOLUMES
Vitamin A has been synthesized cleanly and selectively with essentially complete control of stereoand regiochemistry in four linear and six overall steps from p-ionone and (E)-3-methyl-2-penten-4-yn-l-01 via Pd-catalyzed cross coupling of an alkenylzinc with an alkenyl iodide; the use of other metal