Reductive Cyclization and Petasis‐Like Reaction for the Synthesis of Functionalized γ‐Lactams

Peng Wu, Michael Åxman Petersen, A. Emil Cohrt, Rico Petersen, Mads Hartvig Clausen, Thomas Eiland Nielsen

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Abstract

An efficient reductive cyclization strategy was employed for the synthesis of N‐substituted β,γ‐dihydroxy‐γ‐lactams. A subsequent Petasis‐like reaction (PLR) through nucleophilic additions of boronic acids to intermediate N‐acyliminium ions produced substituted γ‐lactams. Overall, the application of this protocol provides β,γ‐dihydroxy‐γ‐lactams and functionalized γ‐lactams with potential interest for synthetic and bioorganic chemistry.
Original languageEnglish
JournalEuropean Journal of Organic Chemistry
Volume2015
Issue number11
Pages (from-to)2346-2350
Number of pages5
ISSN1434-193X
DOIs
Publication statusPublished - 2015

Keywords

  • Reductive cyclization
  • Petasis‐like reaction
  • Lactams
  • Nucleophilic addition
  • Synthetic methods

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