1245556-35-7Relevant academic research and scientific papers
PdBr2-catalyzed direct synthesis of 2,3-disubstituted indoles via a tandem reaction between arylamines and α-diketones
Cabrera,Sharma,Ayala,Rubio-Perez,Amézquita-Valencia, Manuel
, p. 6758 - 6762 (2011)
A direct PdBr2(BINAP)-complex catalyzed method has been developed to produce 2,3-disubstituted indoles by the reaction of arylamines with α-diketones under reductive (H2) conditions. The synthetic methodology involves a tandem reaction of three steps and all the organic intermediates were isolated and characterized, the reduction products in this sequence are chiral and present interesting enantiomeric excess. This report constitutes a new and different route to synthesize indoles and a plausible mechanism is also suggested.
Catalytic Asymmetric Acyloin Rearrangements of α-Ketols, α-Hydroxy Aldehydes, and α-Iminols by N, N′-Dioxide-Metal Complexes
Dai, Li,Li, Xiangqiang,Zeng, Zi,Dong, Shunxi,Zhou, Yuqiao,Liu, Xiaohua,Feng, Xiaoming
supporting information, p. 5041 - 5045 (2020/07/03)
A highly enantioselective acyloin rearrangement of cyclic α-ketols has been developed with a chiral Al(III)-N,N′-dioxide complex as catalyst. This strategy provided an array of optically active 2-acyl-2-hydroxy cyclohexanones in moderate to good yields with high enantioselectivities. The asymmetric isomerizations of acyclic α-hydroxy aldehydes and α-iminols were achieved as well under modified conditions, affording the corresponding chiral α-hydroxy ketones and α-amino ketones in moderate results. Moreover, further transformations of product to enantioenriched diols were carried out.
Catalytic asymmetric α-iminol rearrangement: New chiral platforms
Zhang, Xin,Staples, Richard J.,Rheingold, Arnold L,Wulff, William D.
, p. 13971 - 13974 (2014/12/10)
A series of 19 different asymmetric catalysts were screened in an effort to identify the first chiral catalyst for the rearrangement of α-hydroxy imines to α-amino ketones involving a 1,2-carbon shift. Although aluminate complexes of VAPOL, VANOL, and 7,7'-tBu2VANOL were quite effective catalysts giving up to 88% ee, the ne plus ultra catalyst for this reaction was found to be a zirconium complex of VANOL which gives 97 to >99% ee for the majority of the substrates examined. An X-ray diffraction study of the catalyst reveals that the zirconium exists as a homoleptic complex with three VANOL ligands and two protonated N-methyl imidazoles.
