A Convenient and Versatile Method for the Preparation of α??Hydroxymethyl Ketone Derivatives from the Corresponding Allyl Silyl Ethers or Allyl Carboxylates

YS Hon, YC Wong, KJ Wu

文献索引：Hon, Yung-Son; Wong, Ying-Chieh; Wu, Kuo-Jui Journal of the Chinese Chemical Society, 2008 , vol. 55, # 4 p. 896 - 914

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被引用次数: 5

摘要

Abstract The ozonolysis of 1-substituted allyl silyl ethers or 1-substituted allyl carboxylates followed by treatment with bases gave the corresponding α-silyloxymethyl-or α- acyloxymethyl-ketones in good yields. It is proposed to proceed via the corresponding α- silyloxy-or α-acyloxyaldehydes intermediates followed by 1, 4-group migration. The results of theoretical calculations are applicable to explain the experimental results.