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Synlett 2018; 29(19): 2456-2460
DOI: 10.1055/s-0037-1610552
DOI: 10.1055/s-0037-1610552
synpacts
Facile Access to Cyclopentadienes via Catalytic Intramolecular Palladium-Ene Reaction of 2,4-Pentadienyl Acetates
IISER Mohali is acknowledged for funding and for providing the infrastructure. S.K.B (first author) thanks IASc-INSA-NASI FAST-SF 2018. S.K.B. (second author) thanks IISER Mohali for a fellowship.Further Information
Publication History
Received: 15 June 2018
Accepted: 10 July 2018
Publication Date:
02 August 2018 (online)
Abstract
We have recently disclosed a palladium-catalyzed Trost–Oppolzer type Alder-ene reaction of 2,4-pentadienyl acetates for the synthesis of highly substituted cyclopentadienes and cyclopentene-fused aromatics. The overall transformation also represents an acid-free iso-Nazarov type cyclization. Herein, we provide the hypothesis and rationale behind this work, while highlighting the seminal contributions of Trost, Oppolzer and others towards the development of the palladium-ene reaction.
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