78140-78-0Relevant academic research and scientific papers
Radical-Polar Crossover Annulation: A Platform for Accessing Polycyclic Cyclopropanes
Milligan, John A.,Burns, Kevin L.,Le, Anthony V.,Polites, Viktor C.,Wang, Zheng-Jun,Molander, Gary A.,Kelly, Christopher B.
, p. 242 - 247 (2020)
Photoredox-mediated radical/polar crossover (RPC) processes provide unique solutions to challenging annulations. Herein, we describe an approach to the cyclopropanation of olefins that are embedded within bicyclic scaffolds. Whereas these systems are noto
Organocatalyzed enantioselective protonation of silyl enol ethers: Scope, limitations, and application to the preparation of enantioenriched homoisoflavones
Poisson, Thomas,Gembus, Vincent,Dalla, Vincent,Oudeyer, Sylvain,Levacher, Vincent
supporting information; experimental part, p. 7704 - 7716 (2010/12/29)
In the present work, enantioselective protonation of silyl enol ethers is reported by means of a variety of chiral nitrogen bases as catalysts, mainly derived from cinchona alkaloids, in the presence of various protic nucleophiles as proton source. A detailed study of the most relevant reaction parameters is disclosed allowing high enantioselectivities of up to 92% ee with excellent yields to be achieved under mild and eco-friendly conditions. The synthetic utility of this organocatalytic protonation was demonstrated during the preparation of two homoisoflavones 4a and 4b, isolated from Chlorophytum Inornatum and Scilla Nervosa, which were obtained with 81% and 78% ee, respectively.
Organocatalytic enantioselective protonation of silyl enolates mediated by cinchona alkaloids and a latent source of HF
Poisson, Thomas,Dalla, Vincent,Marsais, Francis,Dupas, Georges,Oudeyer, Sylvain,Levacher, Vincent
, p. 7090 - 7093 (2008/09/17)
Hidden benefits: The enantioselective organocatalytic protonation of silyl enolates has been achieved by using readily available cinchona alkaloid catalysts (1) and a latent source of HF that delivers "at will" the active catalytic hydrogen fluoride salt
Stereospecificity of Introduction of Hydride Ion during Double Bond Reduction of 2-Benzylidene-1-tetralone and Other Related Compounds
Chatterjee, Amareshwar,Dutta, Lakshmi N.,Chatterjee, Swapan K.
, p. 955 - 960 (2007/10/02)
Lithium aluminium hydride reduction of the benzylidene derivatives (1a-c) and (5) in refluxing THF is shown to be stereospecific, the saturated alcohol isolated in each case having the trans-stereochemistry.The benzyl ketones (30a, b, d) and (7) on sodium
