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Copper‐Catalyzed Monoborylation of Silylalkynes; Regio‐ and Stereoselective Synthesis of ( Z )‐β‐(Borylvinyl)silanes
Author(s) -
Chae Yeong Mi,
Bae Jun Sung,
Moon Jong Hun,
Lee Jin Yong,
Yun Jaesook
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201300881
Subject(s) - chemistry , silanes , regioselectivity , stereoselectivity , borylation , copper , catalysis , reagent , carbene , organic chemistry , ligand (biochemistry) , medicinal chemistry , combinatorial chemistry , aryl , biochemistry , alkyl , receptor , silane
The selective copper‐catalyzed borylation of silylalkynes in the presence of a diboron reagent and methanol produced a variety of ( Z )‐β‐(borylvinyl)silanes. The appropriate use of a selective ligand for copper allows the chemo‐, regio‐, and stereoselective monoborylation of silylalkynes. The β‐regioselectivity of an N‐heterocyclic carbene (NHC)‐copper catalyst was investigated by DFT calculations.