Nature Communications (Dec 2021)

Enantioselective access to tricyclic tetrahydropyran derivatives by a remote hydrogen bonding mediated intramolecular IEDHDA reaction

  • Min Jin,
  • Congyun Tang,
  • Yingying Li,
  • Shuai Yang,
  • Ying-Tao Yang,
  • Lin Peng,
  • Xiao-Nian Li,
  • Wenjing Zhang,
  • Zhili Zuo,
  • Fabien Gagosz,
  • Liang-Liang Wang

DOI
https://doi.org/10.1038/s41467-021-27521-z
Journal volume & issue
Vol. 12, no. 1
pp. 1 – 8

Abstract

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Although the hetero-Diels–Alder reaction is a staple of organic chemistry, catalytic asymmetric versions of the inverse-electron demand variant often require specially engineered substrates for the reaction to work. Here the authors cyclize non-activated alkenes with α,β-unsaturated ketones or aldehydes to form chiral fused heterocycles using a chiral phosphoric acid catalyst.