4.5 Article

Total Synthesis of (+)-Pinellic Acid

期刊

SYNTHESIS-STUTTGART
卷 45, 期 14, 页码 1991-1996

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1338799

关键词

pinellic acid; furan oxidation; natural products; total synthesis

资金

  1. Department of Science and Technology (DST), New Delhi

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A straightforward strategy for the synthesis of (+)-pinellic acid in 16% overall yield and 13 steps, starting from (1R)-1-(furan-2-yl)hexan-1-ol, is described. Key reactions in the synthesis include a Sharpless kinetic resolution, oxidation of a protected furan to reveal a but-2-ene-1,4-dione moiety, and an asymmetric reduction.

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