16002-93-0Relevant articles and documents
Saturation transfer and chemical exchange measurements of the stereochemical drift occurring during the Wittig reaction
Pascariu, Aurelia,Mracec, Mircea,Berger, Stefan
, p. 451 - 456 (2005)
The Wittig reaction of butylidenetriphenylphosphorane with benzaldehyde using LiHMDS as base in THF was studied. The stereochemical drift (different ratio obtained in alkenes versus oxaphosphetane intermediates) was followed by low-temperature 1D NMR tech
Synthesis of Functionalized Heteroaromatics: Application to Formal Total Synthesis of Camptothecin
Murata, Naoko,Sugihara, Takumichi,Kondo, Yoshinori,Sakamoto, Takao
, p. 298 - 300 (1997)
The formal total synthesis of camptothecin was achieved via two types of lithiation reactions of pyridine derivatives and a Pd-catalyzed carbonylation of pyridylmethyl methanesulfonates.
Solventless Suzuki coupling reactions on palladium-doped KF/Al2O3
Kabalka, George W.,Pagni, Richard M.,Hair, C. Maxwell
, p. 1423 - 1425 (1999)
(equation presented) A solventless Suzuki coupling has been developed. A commercially available potassium fluoride-alumina mixture is utilized along with palladium black.
Enantioselective copper-catalyzed SN2' substitution with Grignard reagents
Alexakis,Malan,Lea,Benhaim,Fournioux
, p. 927 - 930 (2001)
Cinnamyl chlorides undergo selective SN2' allylic substitution by Grignard reagents using catalytic amount (1 mol%) of CuCN and 1-2 mol% trivalent phosphorus ligand, in dichloromethane. With chiral phosphorus ligands derived from TADDOL ee's up
Electro-mediated PhotoRedox Catalysis for Selective C(sp3)–O Cleavages of Phosphinated Alcohols to Carbanions
Barham, Joshua P.,K?nig, Burkhard,Karl, Tobias A.,Reiter, Sebastian,Tian, Xianhai,Yakubov, Shahboz,de Vivie-Riedle, Regina
supporting information, p. 20817 - 20825 (2021/08/18)
We report a novel example of electro-mediated photoredox catalysis (e-PRC) in the reductive cleavage of C(sp3)?O bonds of phosphinated alcohols to alkyl carbanions. As well as deoxygenations, olefinations are reported which are E-selective and can be made Z-selective in a tandem reduction/photosensitization process where both steps are photoelectrochemically promoted. Spectroscopy, computation, and catalyst structural variations reveal that our new naphthalene monoimide-type catalyst allows for an intimate dispersive precomplexation of its radical anion form with the phosphinate substrate, facilitating a reactivity-determining C(sp3)?O cleavage. Surprisingly and in contrast to previously reported photoexcited radical anion chemistries, our conditions tolerate aryl chlorides/bromides and do not give rise to Birch-type reductions.
METHODS OF BORYLATION AND USES THEREOF
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Page/Page column 63, (2021/04/30)
The present invention relates, in general terms, to methods of borylation and uses thereof. In particular, the present invention provides a method of borylating an alkene compound by contacting the compound with a boron compound, a Fe pre-catalyst and a protic additive. The borylation occurs at a vicinal (β) position to an electron donating or electron withdrawing moiety of the compound.
