4.8 Article

Aza-Piancatelli Rearrangement Initiated by Ring Opening of Donor-Acceptor Cyclopropanes

Journal

ORGANIC LETTERS
Volume 15, Issue 13, Pages 3250-3253

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol401248p

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Funding

  1. UCSB
  2. National Science Foundation [CHE-1057180]
  3. Direct For Mathematical & Physical Scien
  4. Division Of Chemistry [1040541] Funding Source: National Science Foundation

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The development of a new platform to initiate the cascade rearrangement of furans for the formation of functionalized cyclopentenone building blocks is reported. This methodology allows the creation of congested vicinal stereogenic centers with high diastereoselectivity through a 4 pi-electrocyclization process.

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