期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 129, 期 15, 页码 4508-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja068189n
关键词
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资金
- NIGMS NIH HHS [R01 GM073072-02, R01 GM073072, R01 GM 73072] Funding Source: Medline
The synthesis of alpha-aryl ketones is accomplished by the direct nucleophilic acylation of o-quinone methide electrophiles. In this process, two reactive intermediates, carbonyl anions and o-quinone methides, are generated in one flask upon treatment of the corresponding thiazolium carbinols and silyl protected phenols with a soluble fluoride source. These intermediates then undergo productive addition reactions to afford the desired alpha-aryl ketone adducts. This new strategy has been applied to a short synthesis of the natural product demethylmoracin I.
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