67262-96-8Relevant academic research and scientific papers
[(18-C-6)K][(NC)CuI-SiMe2Ph], a Potassium Silylcyanocuprate as a Catalyst Model for Silylation Reactions with Silylboranes: Syntheses, Structures, and Catalytic Properties
Plotzitzka, Jacqueline,Kleeberg, Christian
supporting information, p. 6671 - 6680 (2017/06/13)
CuI-catalyzed silylation reactions involving silylboranes (in particular, pinB-SiMe2Ph (1)) as silyl sources have recently gained considerable attention. One of the most efficient and versatile and yet simplest catalyst systems consi
CuI-catalyzed conjugate addition of silyl boronic esters: Retracing catalytic cycles using isolated copper and boron enolate intermediates
Plotzitzka, Jacqueline,Kleeberg, Christian
, p. 6915 - 6926 (2015/02/05)
Copper(I)-catalyzed conjugate additions of silyl boronic esters to α,β-unsaturated aldehydes, ketones, and esters are synthetically well-established reactions. For the first time central reactive intermediates as well as the boron enolates as the primary
Conjugate additions of a simple monosilylcopper reagent with use of the CuI-DMS complex: Stereoselectivities and a dramatic impact by DMS
Dambacher, Jesse,Bergdahl, Mikael
, p. 580 - 589 (2007/10/03)
(Chemical Equation Presented) Conjugate additions utilizing the simple monosilylcuprate reagent Li[PhMe2SiCuI] to α,β-unsaturated carbonyl compounds are described. The presence of dimethyl sulfide (DMS), either as a component originating from t
The Conjugate Addition of a Silyl Group to Enones and its Removal with Copper(II) Bromide: A Protecting Group for the αβ-Unsaturation of αβ-Unsaturated Ketones
Ager, David J.,Fleming, Ian,Patel, Shailesh K.
, p. 2520 - 2526 (2007/10/02)
Silyl-lithium reagents mixed with copper(I) salts react with enones, including esters and aldehydes, to give β-silyl carbonyl compounds in good yield.The β-silylketones can be used in synthesis without risk to the silyl group and the enone group can be restored by bromination-desilylbromination with copper(II) bromide.The principle is illustrated with syntheses of carvone and dihydrojasmone.
