TY - JOUR
T1 - Hydride Transfer Enables the Nickel-Catalyzed ipso-Borylation and Silylation of Aldehydes
AU - Srimontree, Watchara
AU - Guo, Lin
AU - Rueping, Magnus
N1 - KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: This research was supported by King Abdullah University of Science and Technology (KAUST) Office of Sponsored Research under award number URF/1/3030-01.
PY - 2019/12/9
Y1 - 2019/12/9
N2 - Nickel-catalyzed ipso-borylations and silylations of aldehydes are described for the first time. The new functional-group interconversion protocol is characterized by its scalability, functional-group tolerance and wide substrate scope, including examples of late-stage functionalization of complex molecules. The key for the successful reaction outcome is the use of a ketone as a hydride acceptor that intercepts the nickel hydride to undergo a reductive pathway, thus allowing formation of the desired C−B and C−Si bonds.
AB - Nickel-catalyzed ipso-borylations and silylations of aldehydes are described for the first time. The new functional-group interconversion protocol is characterized by its scalability, functional-group tolerance and wide substrate scope, including examples of late-stage functionalization of complex molecules. The key for the successful reaction outcome is the use of a ketone as a hydride acceptor that intercepts the nickel hydride to undergo a reductive pathway, thus allowing formation of the desired C−B and C−Si bonds.
UR - http://hdl.handle.net/10754/660921
UR - https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201904842
UR - http://www.scopus.com/inward/record.url?scp=85076794565&partnerID=8YFLogxK
U2 - 10.1002/chem.201904842
DO - 10.1002/chem.201904842
M3 - Article
C2 - 31660666
SN - 0947-6539
VL - 26
SP - 423
EP - 427
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 2
ER -