Unveiling Novel Synthetic Pathways through Brook Rearrangement

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Abstract

The Brook rearrangement is a valuable synthetic tool that facilitates the controlled construction of complex molecules. Conventionally, it generates carbanion intermediates utilized in subsequent functionalization reactions. In this review, we will explore recent advancements in the Brook rearrangement that extend beyond the traditional functionalization reactions. Specifically, we will highlight its involvement in unusual bond cleavage, annulation reactions, and dearomatization efforts. The novelty of this rearrangement is underscored by showcasing its most recent applications. 1 Introduction 2 Novel Synthetic Pathways Involving the Brook Rearrangement 2.1 C-C and C-X Bond Formation 2.2 C-C and C-X Bond Cleavage 2.3 Stereodefined Substituted Silyl Enol and Allenol Ethers 2.4 Annulation Reactions 2.5 Dearomatization 3 Synthetic Applications 4 Conclusion.

Original languageEnglish
Pages (from-to)2483-2498
Number of pages16
JournalSynthesis (Germany)
Volume56
Issue number16
DOIs
StatePublished - 15 Aug 2024

Bibliographical note

Publisher Copyright:
© 2024 Georg Thieme Verlag. All rights reserved.

Keywords

  • Anion relay chemistry
  • Brook rearrangement
  • Complex molecules
  • Silyl migration
  • Synthetic methods

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