4.8 Article

Toward the Second Generation Synthesis of Aplyronine A: Stereocontrolled Assembly of the C1-C19 Segment by Using an Asymmetric Nozaki-Hiyama-Kishi Coupling

Journal

ORGANIC LETTERS
Volume 13, Issue 5, Pages 900-903

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol1029657

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Funding

  1. Ministry of Education, Culture, Sports, Science and Technology (MEXT). Japan
  2. Uehara Memorial Foundation
  3. Suntory Institute for Bioorganic Research
  4. Grants-in-Aid for Scientific Research [21510221, 23102014] Funding Source: KAKEN

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An efficient synthesis of the C1-C19 segment of aplyronine A is described. Stereoselective construction of the C14-C15 (E)-trisubstituted double bond and the C13 stereocenter was achieved by using an asymmetric Nozaki-Hiyama-Kishi coupling.

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