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Novel syntheses of. alpha.-keto ethers and cis-allylic ethers via the hydroboration of acetylenic acetals

G Zweifel, A Horng, JE Plamondon

文献索引:Zweifel,G. et al. Journal of the American Chemical Society, 1974 , vol. 96, p. 316 - 317

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被引用次数: 23

摘要

Hydroboration of 1, l-diethoxy-2-heptyne with 1 equiv of disiamylborane [bis (3-methyl-2- butyl) borane] in tetrahydrofuran solvent, followed by oxidation of the resultant organoborane with alkaline hydrogen peroxide, yielded 40% of a mixture of 1-ethoxy-2- heptanone and l, l-diethoxy-3-heptanone along with 50% of the unreacted starting material. Complete utilization of the acetylenic acetal was achieved by employing 2 equiv of the ...