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Asymmetric (4+1) Annulations by Cascade Allylation and Transient σ‐Alkyl‐Pd(II) Initiated Allylic Csp3−H Activation.
- Source :
-
Angewandte Chemie International Edition . 12/18/2023, Vol. 62 Issue 51, p1-6. 6p. - Publication Year :
- 2023
-
Abstract
- A unique Pd‐catalyzed approach for asymmetric (4+1) annulations via cascade allylation and transient σ‐alkyl‐Pd(II) initiated methylene Csp3−H activation is reported. The enolate fragment derived from the decarboxylation of vinyl methylene carbonate is crucial to stabilize the key intermediate. These reactions enable the synthesis of various useful dihydrobenzofurans with excellent enantioselectivity, typically >95 : 5 er, and exclusive (Z)‐stereoselectivity. Compared with the well‐established annulations via Heck‐type C−H activations, this protocol showcases a conceptually new way to generate σ‐alkyl‐Pd(II) species that could initiate challenging asymmetric Csp3−H activations. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ALLYLATION
*ANNULATION
*DECARBOXYLATION
*CARBONATES
*SPECIES
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 62
- Issue :
- 51
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 174157666
- Full Text :
- https://doi.org/10.1002/anie.202315438