期刊
TETRAHEDRON LETTERS
卷 58, 期 33, 页码 3234-3237出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2017.07.007
关键词
Umpolung; Metallation reaction; Electrophiles; Silyl enol ether
资金
- Consejo Nacional de Ciencia y Tecnologia [CONACyT 360339]
A new protocol to obtain 3-substituted 2-cyclohexenones, was developed by reversing the chemical reactivity of 2-cyclohexenone. One-pot synthesis of 3-substituted 2-cyclohexenones can be achieved by treatment of 3-phenylthiosilyl enol ether with a mixture of t-BuLi/HMPA that allows hydrogen-selective exchange in presence of reactive electrophiles such as aldehydes, ketones and alkyl halides. This affords the corresponding product in moderate overall yield, after silyl enol ether cleavage and concomitant thiophenol elimination initiated with TBAF. (C) 2017 Elsevier Ltd. All rights reserved.
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