Frontiers in Plant Science (Dec 2022)

Stereoselective (4 + 3) cycloadditions of allenyl ethers-furans by chiral auxiliaries inducing and evaluation of anti-breast cancer activity

  • Wenli Lei,
  • Yuyang Song,
  • Ai Long,
  • Yanyan Que,
  • Shuzhong He,
  • Shuzhong He,
  • Hang Zhong,
  • Yang Chen,
  • Yang Chen

DOI
https://doi.org/10.3389/fpls.2022.1087899
Journal volume & issue
Vol. 13

Abstract

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The medicinal plants were wildly library of natural products in drug discovery. The most active molecules with seven-membered rings skeleton represent a challenge for construction. A stereoselectivity (4 + 3) cycloadditions between allenyl ethers and substituted furans induced by chiral auxiliaries has been investigated. And the results showed significant stereoselectivities and regioselectivities. The optical cycloadducts with an oxygen-substituted seven-membered ring framework were generated by removing chiral auxiliaries under acidic conditions. The antiproliferative activity of the novel compounds displayed moderate antiproliferative effects toward T47D cells.

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