4.8 Article

Entry to β-Alkoxyacrylates via Gold-Catalyzed Intermolecular Coupling of Alkynoates and Allylic Ethers

Journal

ORGANIC LETTERS
Volume 15, Issue 6, Pages 1166-1169

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol4001087

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Funding

  1. National Research Foundation
  2. Korean government [NRF-2010-0009458, NRF-2012-015662]

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The first gold-catalyzed Intermolecular coupling of alkynoates and allylic ethers invoking alkoxy addition and [3,3]-sigmatropic rearrangement as the key mechanism has been developed. Remarkably, the reaction showed complete chemoselectivity toward the pathway initiated by the alkoxy addition to alkynes. This unprecedented reactivity led to a new access to diversely substituted beta-alkoxyacrylates in a highly efficient manner.

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