DOI: 10.1002/ejoc.202300704 ISSN:

Chiral Lewis Base‐Catalysed Asymmetric Syntheses of Benzo‐fused ε‐Lactones

Lotte Stockhammer, Maximilian Radetzky, Syeda Sadia Khatoon, Matthias Bechmann, Mario Waser
  • Organic Chemistry
  • Physical and Theoretical Chemistry

We herein report a two‐step protocol for the asymmetric synthesis of novel chiral benzofused ε‐lactones starting from 
O‐protected hydroxymethyl‐para‐quinone methides and activated aryl esters. By using chiral isothiourea Lewis base catalysts a broad variety of differently substituted products could be obtained in yields of around 50% over both steps with high levels of enantioselectivities, albeit low diastereoselectivities only.

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