Palladium‐Catalyzed Intramolecular Trost–Oppolzer‐Type Alder–Ene Reaction of Dienyl Acetates to Cyclopentadienes
| dc.contributor.author | Bankar, S.K. | |
| dc.contributor.author | Singh, Bara | |
| dc.contributor.author | Tung, Pinku | |
| dc.contributor.author | Ramasastry, S.S.V. | |
| dc.date.accessioned | 2020-11-24T11:23:36Z | |
| dc.date.available | 2020-11-24T11:23:36Z | |
| dc.date.issued | 2018 | |
| dc.description.abstract | A new approach to the synthesis of highly substituted cyclopentadienes, indenes, and cyclopentene-fused heteroarenes by means of the Pd-catalyzed Trost–Oppolzer-type intramolecular Alder–ene reaction of 2,4-pentadienyl acetates is described. This unprecedented transformation combines the electrophilic features of the Tsuji–Trost reaction with the nucleophilic features of the Alder–ene reaction. The overall outcome can be perceived as a hitherto unknown “acid-free” iso-Nazarov-type cyclization. The versatility of this strategy was further demonstrated by the formal synthesis of paucifloral F, a resveratrol-based natural product. | en_US |
| dc.identifier.citation | Angewandte Chemie - International Edition, 57(6), pp. 1678-1682 | en_US |
| dc.identifier.other | https://doi.org/10.1002/anie.201711797 | |
| dc.identifier.uri | https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201711797 | |
| dc.identifier.uri | http://hdl.handle.net/123456789/2144 | |
| dc.language.iso | en | en_US |
| dc.publisher | Wiley-VCH Verlag | en_US |
| dc.subject | Cyclopentadienes | en_US |
| dc.subject | Heterocycles | en_US |
| dc.subject | Palladium | en_US |
| dc.subject | Tsuji–Trost reaction | en_US |
| dc.title | Palladium‐Catalyzed Intramolecular Trost–Oppolzer‐Type Alder–Ene Reaction of Dienyl Acetates to Cyclopentadienes | en_US |
| dc.type | Article | en_US |