期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 22, 页码 13861-13873出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02186
关键词
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资金
- National Natural Science Foundation of China [21772069]
- Natural Science Foundation of Jiangsu Province [BK20160003]
- Six Kinds of Talents Project of Jiangsu Province [SWYY-025]
An oxa-[4+2] cyclization of quinone methides with alkynyl benzyl alcohols has been realized in the presence of a metal catalyst, and the reaction afforded spiroacetal products in overall high yields (up to 99%) and good diastereoselectivities (up to >95:5 dr). By carrying out the reaction under gold catalysis and utilizing alkynyl benzyl alcohols as electron-rich reaction partners, this approach provides a useful strategy for settling the challenges in oxa-[4+2] cyclization of para-quinone methide derivatives. This reaction serves as a good example for metal-catalyzed oxa-[4+2] cyclizations of quinone methides. In addition, it also offers a useful method for the construction of spiroacetal skeletons.
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