56138-08-0Relevant academic research and scientific papers
Titanium Alkoxide-Based Regioselective Alkyne-Alkyne Reductive Coupling Mediated by in Situ Generated Arylamidate
Cai, Bin,Panek, James S.
supporting information, (2020/03/10)
Titanium alkoxide-based alkyne-alkyne reductive coupling mediated by in situ generated arylamidate is described. A high level of regioselectivity is achieved in 37 examples, where (E,E)-dienes are exclusively formed. To the best of our knowledge, this stu
Chiral Primary Amine Organocatalysts for Syn-selective Asymmetric Cross-Aldol Reactions
Gao, Qiang,Liu, Yan,Lu, Shengmei,Li, Can
, p. 899 - 903 (2016/04/10)
Based on the "acid-base" interaction strategy, organocatalysts for the asymmetric cross-aldol reaction were synthesized by the in situ combination of chiral primary amines with protonic acids. Unlike general secondary amine catalysts that give anti-selective products, as-prepared primary amine catalysts can give syn-selective cross-aldol products with high yield and high selectivity (up to 90% yield, 90:10 syn/anti ratio, 90% ee). Compared with the complex synthesis of the reported catalysts, the primary amine catalyst that gave the best results was easily prepared using commercial available (1S,2S)-(+)-cyclohexanediamine.
Chiral primary amine organocatalysts for syn-selective asymmetric cross-aldol reactions
Gao, Qiang,Liu, Yan,Lu, Shengmei,Li, Can
experimental part, p. 899 - 903 (2012/06/18)
Based on the "acid-base" interaction strategy, organocatalysts for the asymmetric cross-aldol reaction were synthesized by the in situ combination of chiral primary amines with protonic acids. Unlike general secondary amine catalysts that give anti-selective products, as-prepared primary amine catalysts can give syn-selective cross-aldol products with high yield and high selectivity (up to 90 yield, 90:10 syn/anti ratio, 90 ee). Compared with the complex synthesis of the reported catalysts, the primary amine catalyst that gave the best results was easily prepared using commercial available (1S,2S)-(+)-cyclohexanediamine.
Chiral primary-tertiary diamine-bronsted acid salt catalyzed syn-selective cross-aldol reaction of aldehydes
Li, Jiuyuan,Fu, Niankai,Li, Xin,Luo, Sanzhong,Cheng, Jin-Pei
experimental part, p. 4501 - 4507 (2010/10/04)
(Figure presented) Highly syn-selective cross-aldol reaction of aldehydes has remained a challenging subject in the field of aminocatalysis. To achieve this end, chiral primary amines have been explored and the primary-tertiary diamine-Bronsted acid salts are found to promote the cross-aldol reactions of aldehydes with high activity and syn selectivity. Among various vicinal diamines screened, l-phenylalanine derived 2a/TfOH conjugate is identified as the optimal catalyst, showing good catalytic activity (up to 97% yield) and high syn selectivities (syn/anti up to 24:1, 87% ee). The current catalysis works selectively with small aliphatic aldehydes donors such as propionaldehyde and isobutyraldehyde, but not with aliphatic aldehydes bearing larger β-substitute (>Me). In addition, the use of 2a/TfOH conjugate has also enabled the first syn-selective cross-aldol reactions of glycoaldehyde donors.
