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Nickel‐Catalyzed Asymmetric Reductive Arylalkylation of Unactivated Alkenes.
- Source :
-
Angewandte Chemie . 5/13/2019, Vol. 131 Issue 20, p6794-6798. 5p. - Publication Year :
- 2019
-
Abstract
- Reported is an asymmetric reductive dicarbofunctionalization of unactivated alkenes. Under the catalysis of a Ni/BOX system, various aryl bromides, incorporating a pendant olefinic unit, were successfully reacted with an array of primary alkyl bromides in the presence of Zn as a reductant, furnishing a series of benzene‐fused cyclic compounds bearing a quaternary stereocenter in high enantioselectivities. Notably, this reaction avoids the use of pregenerated organometallics and demonstrates high tolerance of sensitive functionalities. The preliminary mechanistic investigations reveal that this Ni‐catalyzed reaction proceeds as a cascade consisting of migratory insertion and cross‐coupling with a nickel(I)‐mediated intramolecular 5‐exo cyclization as the enantiodetermining step. [ABSTRACT FROM AUTHOR]
- Subjects :
- *NICKEL catalysts
*ALKYLATION
*ALKENES
*ALKYL bromides
*CYCLIC compounds
Subjects
Details
- Language :
- English
- ISSN :
- 00448249
- Volume :
- 131
- Issue :
- 20
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie
- Publication Type :
- Academic Journal
- Accession number :
- 136238951
- Full Text :
- https://doi.org/10.1002/ange.201901067