Journal of the American Chemical Society

Silicon in Synthesis. 10. The (Trimethylsilyl) allyl Anion: A. beta.-Acyl Anion Equivalent for the Conversion of Aldehydes and Ketones into. gamma.-Lactones

E Ehlinger, P Magnus

文献索引：Ehlinger, Ed; Magnus, Philip Journal of the American Chemical Society, 1980 , vol. 102, # 15 p. 5004 - 5011

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被引用次数: 106

摘要

Abstract: The (trimethylsilyl) ally1 anion reacts with a number of ketones and aldehydes to give adducts 11-21, resulting from the y mode of ambident reactivity. These adducts were epoxidized to provide the corresponding &epoxysilanes 23-31. Treatment of the epoxysilanes with methanol in the presence of boron trifluoride etherate gave the lactol methyl ethers 32-39. Jones oxidation of the lactol methyl ethers gave y lactones 40-45. ...