4.8 Article

Methods for the Synthesis of Functionalized Pentacarboxycyclopentadienes

Journal

ORGANIC LETTERS
Volume 19, Issue 16, Pages 4227-4230

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01867

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Funding

  1. NIH NIGMS [R01 GM120205]
  2. NSF
  3. National Science Foundation [CHE-0619638]

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Protocols for the synthesis of diverse pentacarboxycyclopentadienes are described. Starting from readily available pentacarbomethoxycyclopentadiene, transesterification offers single-step access to aliphatic ester derivatives, while treatment with amines produces mono- or diamides. For less nucleophilic alcohols, an alternative procedure involving the in situ generation and esterification of a putative cyclopentadiene pentaacid chloride has been developed.

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