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- Title
Silver(I) Oxide‐/DBU‐Promoted Synthesis of Dihydrofuran Units through Allenyl Silver Formation.
- Authors
Yu, Bao; Perfetto, Anna; Allievi, Luca; Dhambri, Sabrina; Rager, Marie‐Noelle; Selkti, Mohamed; Ciofini, Ilaria; Lannou, Marie‐Isabelle; Sorin, Geoffroy
- Abstract
A formal [3+2] cyclization mediated by silver(I) oxide and 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) is described herein. Through a broad variety of carbonyl compounds, this system can promote cyclization reactions with high yield (up to 85 %) and diastereoselectivity (up to 95:5) for a straightforward access to complex and congested dihydrofuran derivatives in one step under mild conditions. Based on DFT studies, the proposed mechanism would involve an allenyl silver intermediate.
- Subjects
SILVER; CHEMICAL yield; CARBONYL compounds; RING formation (Chemistry)
- Publication
Chemistry - A European Journal, 2020, Vol 26, Issue 72, p17455
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202002696