4.8 Article

Concise Enantioselective Total Synthesis of Neopeltolide Macrolactone Highlighted by Ether Transfer

Journal

ORGANIC LETTERS
Volume 10, Issue 21, Pages 5047-5050

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol802254z

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Funding

  1. University of Notre Dame
  2. College of Science Summer Under-graduate Research Fellowship (SURF) Program

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A concise total synthesis of neopeltolide macrolactone has been accomplished in 14 steps in the longest linear sequence, 15 steps overall from commercially available materials. The present synthesis was highlighted by successful exploitation of ether transfer methodology and a radical cyclization reaction to directly establish the requisite stereochemistry of the tetrahydropyran core.

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