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

Autor:	Yung-Son Hon, Ying-Chieh Wong, Kuo-Jui Wu
Rok vydání:	2008
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Ozonolysis Ketone Silylation Chemistry Organic chemistry Hydroxymethyl General Chemistry
Zdroj:	Journal of the Chinese Chemical Society. 55:896-914
ISSN:	0009-4536
DOI:	10.1002/jccs.200800134
Popis:	The ozonolysis of 1-substituted allyl silyl ethers or 1-substituted allyl carboxylates followed by treatment with bases gave the corresponding α-silyloxymethyl- or a-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.
Databáze:	OpenAIRE
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