A selective procedure for α-alkenylation of enones involving Pd-catalyzed alkenyl-alkenyl coupling and its application to a convergent and efficient synthesis of nakienone B
✍ Scribed by Milan Pour; Ei-ichi Negishi
- Book ID
- 103409392
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- French
- Weight
- 240 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
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.
A Pd-catalyzed allylation of 3-substituted 1-cyclopentenolates with readily obtainable and storable v-monosubstituted (Z)-allylic acetates in a 1:l ratio in the presence of 2 mol % of Pd(PPh3)4 featuring high yields and high stereo-and regioselectivities has been developed and applied to the synthes