Organic synthesis using haloboration reactions 11. A formal carboboration reaction of 1-alkynes and its application to the di- and trisubstituted alkene synthesis
β Scribed by Yoshitaka Satoh; Hirokazu Serizawa; Norio Miyaura; Shoji Hara; Akira Suzuki
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 230 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The cross-coupling reaction of orqanozinc chlorides with (Z)-2bromo-1-alkenylboranes prepared by the bromoboration reaction of 1-alkynes with tribromoborane, proceeds in the presence of a palladium catalyst to give 2,2_disubstituted alkenylboranes, which can be used for the di-or trisubstituted alkene synthesis directly.
Carbometallation
of 1-alkynes' has been regarded as the most reliable
π SIMILAR VOLUMES
1-Alkenyldibromoboranes readily obtainable by the hydroboration of first alkyneswith dibromoborane-dimethyl sulfide followed by treatment with tribromoborane, react without any difficulty with second 1-alkynes as bromoborating agents to give (l-alkenyl)(Z-bromo-l-alkeny)bromoboranes (5). The reactio
A tandem ring-closing metathesis and dehydrogenation reaction under oxygen atmosphere was newly developed to the synthesis of carbazole-1,4-quinones. This new tandem reaction was applied to the synthesis of murrayaquinone A in four steps.
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