38023-56-2Relevant academic research and scientific papers
Catalyst-controlled regioselectivity in the synthesis of branched conjugated dienes via aerobic oxidative heck reactions
Zheng, Changwu,Wang, Dian,Stahl, Shannon S.
supporting information, p. 16496 - 16499,4 (2020/09/15)
Pd-catalyzed aerobic oxidative coupling of vinylboronic acids and electronically unbiased alkyl olefins provides regioselective access to 1,3-disubstituted conjugated dienes. Catalyst-controlled regioselectivity is achieved by using 2,9-dimethylphenanthroline as a ligand. The observed regioselectivity is opposite to that observed from a traditional (nonoxidative) Heck reaction between a vinyl bromide and an alkene. DFT computational studies reveal that steric effects of the 2,9-dimethylphenanthroline ligand promote C-C bond formation at the internal position of the alkene.
One-pot synthesis of 1,4-diarylnaphthalenes via a Wittig-Horner reaction/[4+2] cycloaddition/dehydrogenation sequence
Chen, Zhengbo,Shou, Wangge,Wang, Yanguang
experimental part, p. 1075 - 1080 (2009/12/03)
A one-pot synthesis of 1,4-diarylnaphthalenes from cinnamaldehydes, dimethyl benzylphosphonates, and benzenediazonium-2-carboxylate is described. The tandem process involves the Wittig-Horner reaction of the cinnamaldehyde with the benzylphosphonate, [4+2
A New Version of the Peterson Olefination Using Bis(trimethylsilyl)methyl Derivatives and Fluoride Ion as Catalyst
Palomo, Claudio,Aizpurua, Jesus M.,Garcia, Jesus M.,Ganboa, Inaki,Cossio, F. P.,et al.
, p. 2498 - 2503 (2007/10/02)
Reaction between a variety of bis(trimethylsilyl)methyl derivatives and carbonyl compounds under fluoride ion as catalyst is described.The reaction works especially well with nonenolizable carbonyl compounds to give the expected alkenes in high yields and, in some cases, with high stereoselectivity.Application of this methodology to an intramolecular alkenation providing a tricyclic benzocarbacephem ring system is also described.
