Efficient Construction of (±)-epi-Costunolide through a Chromium(II)-Mediated Nozaki–Hiyama–Kishi Reaction,Synlett

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Efficient Construction of (±)-epi-Costunolide through a Chromium(II)-Mediated Nozaki–Hiyama–Kishi Reaction
Synlett ( IF 1.7 ) Pub Date : 2021-07-13 , DOI: 10.1055/s-0040-1720348
Lihong Hu ₁ , Yinan Zhang ₁ , Weichen Dai _{1,

2} , Jie Zheng ₁ , Xinyu Yan ₁ , Wei Tang ₃

Affiliation

(±)-epi-Costunolide has been synthesized through a seven-step procedure starting from (E,E)-farnesol. The key step includes an intramolecular allylation of an aldehyde through a chromium(II)-mediated Nozaki–Hiyama–Kishi reaction, in which more than one equivalent of CrCl₂ has been recognized as the most effective reagent to promote the conversion. An anti-inflammatory screen showed that epi-costunolide is a moderate inhibitor of B lymphocyte proliferation.

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