Journal
ORGANIC LETTERS
Volume 20, Issue 17, Pages 5367-5369Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02281
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Funding
- Alexander von Humboldt Foundation (Georg Forster Research Fellowship, 2016-2018)
- Deutsche Forschungsgemeinschaft [Oe 249/15-1]
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A method for converting geminal dibromides into 1,1-disilylated alkanes is reported. The reaction is promoted by a copper(I) catalyst generated in situ from CuBr center dot SMe2 as a precatalyst and 4,4'-di-tent-butyl-2,2'-bipyridine (dtbpy) as a ligand. A Si-B reagent is used as the silicon pronucleophile. It is shown that the two C(sp(3))-Si bond-forming events differ in mechanism, with the first being ionic and the second being radical.
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