期刊
TETRAHEDRON
卷 69, 期 48, 页码 10424-10430出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.09.091
关键词
Phosphines; Allenoates; 1,3-Dioxanes; Dienols; Vinylogous aldol reaction
资金
- National Natural Science Foundation of China [20872063, 21121002]
- Research Fund for the Doctoral Program of Higher Education of China [20110031110012]
A phosphine-catalyzed formal vinylogous aldol reaction of gamma-methyl allenoates with aldehydes is herein reported, in which the gamma-methyl group is directly involved in the carbon carbon bond formation. Under the catalysis of triarylphosphine (20 mol %) and in the presence of a protic additive, gamma-methyl allenoates and aldehydes chemo- and stereoselectively produce functionalized 1,3-dioxanes or dienols in modest to good yields. These chemical transformations provide easy excess to oxy-functionalized enoates and dienoates under very mild conditions. (C) 2013 Elsevier Ltd. All rights reserved.
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