4.5 Review

Recent Advances in the Synthesis and Reactivity of Vinylcyclopropanes

Journal

SYNTHESIS-STUTTGART
Volume 48, Issue 24, Pages 4347-4380

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1562530

Keywords

vinylcyclopropanes; cyclopropanation; ring opening; ring expansion; radical intermediate; donor-acceptor cyclopropanes

Funding

  1. CSIR
  2. DST, New Delhi

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In this review, we present the recent advances in the synthesis and reactivity of vinylcyclopropanes (VCPs). Various important methodologies involving ylides, carbenoid chemistry, metal-mediated cycloaddition reactions, and allylic cyclization methodologies for the synthesis of VCPs are described. Based on the type of VCPs, their reactivity is dealt under electrophile-, radical-, and nucleophile-mediated reactions. Several examples from transition-metal-mediated ring-opening reactions are discussed. 1 Introduction 2 Synthetic Routes to Vinylcyclopropanes 2.1 Ylide Chemistry 2.2 Transition-Metal-Mediated Synthesis 3 Reactivity of Vinylcyclopropanes 3.1 Electrophile-Mediated Ring-Opening Reactions 3.2 Radical-Mediated Ring-Opening Reactions 3.3 Nucleophile-Mediated Ring-Opening Reactions 3.4 Transition-Metal-Mediated Ring-Opening Reactions 4 Conclusion

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