4.8 Article

Di-tert-butyl Peroxide (DTBP)-Mediated Oxysilylation of Unsaturated Carboxylic Acids for the Synthesis of Silyl Lactones

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ORGANIC LETTERS
卷 22, 期 24, 页码 9591-9596

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03640

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资金

  1. Japan Society for the Promotion of Science (JSPS) KAKENHI [19H03346, 19K16309]
  2. Grand for Basic Science Research Projects from Takahashi Industrial and Economic Research Foundation
  3. Yamaguchi Educational and Scholarship Foundation
  4. FUJIFILM Award in Synthetic Organic Chemistry, Japan
  5. Platform Project for Supporting Drug Discovery and Life Science Research - Japan Agency for Medical Research and Development (AMED)
  6. Grants-in-Aid for Scientific Research [19K16309] Funding Source: KAKEN

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Herein, we describe the first oxysilylation of unsaturated carboxylic acids mediated by di-tert-butyl peroxide (DTBP), which enables the rapid and efficient preparation of silyl lactone compounds. This process tolerates functional groups, such as methyl, methoxy, halogen (fluoride and chloride), and cyano moieties. Furthermore, the strategy allows the application of a wide range of primary, secondary, and tertiary hydrosilanes for functionalization.

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