期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 134, 期 2, 页码 1352-1356出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja2105703
关键词
-
资金
- National Institutes of Health
- NIGMS [GM80266, GM80266-04S1]
A de novo synthesis of substituted pyridines is described that proceeds through nucleophilic addition of a dithiane anion to an alpha,beta-unsaturated carbonyl followed by metallacycle-mediated union of the resulting allylic alcohol with preformed trimethylsilane-imines (generated in situ by the low-temperature reaction of lithium hexamethyldisilazide with an aldehyde) and Ag(I)- or Hg(II)-mediated ring closure. The process is useful for the convergent assembly of di- through penta-substituted pyridines with complete regiochemical control.
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