4.8 Article

Regio- and Stereoselective Oxysulfonylation of Allenes

Journal

ORGANIC LETTERS
Volume 18, Issue 16, Pages 3940-3943

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01575

Keywords

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Funding

  1. 973 Program [2012CB725302]
  2. National Natural Science Foundation of China [21390400, 21272180, 21302148]
  3. Research Fund for the Doctor-al Program of Higher Education of China [20120141130002]
  4. Ministry of Science and Technology of China [2012YQ120060]

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A highly regio- and stereoselective oxysulfonylation of allenes was developed that provided direct access to 2-sulfonyl allylic alcohols in good yields. By means of dioxygen activation, selective difunctionlization of allenes could be successfully achieved under mild metal-free conditions. Preliminary mechanistic investigation disclosed that this transformation probably goes through a radical process.

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