Journal
TETRAHEDRON LETTERS
Volume 55, Issue 4, Pages 880-883Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.12.042
Keywords
Ester; Grignard reagent; Synthesis; Tertiary alcohol
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Funding
- Natural Science Foundation of China Guangdong Province [039213]
- National University Student Innovation Program [101055920, cx10067]
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An efficient one-pot route to synthesize tertiary alcohol compounds using Barbier-Grignard reaction of unactivated alkyl or aryl bromides with ester in THF at 65 degrees C catalyzed by CuO has been developed and systematically investigated. A wide range of substituted tertiary alcohol compounds were obtained in good to high yields. The reaction is highly chemoselective. The mechanism involving the leaving group of R(2)O(-)group is discussed. (C) 2013 Elsevier Ltd. All rights reserved.
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