1268635-03-5Relevant academic research and scientific papers
Titanium Alkoxide-Based Regioselective Alkyne-Alkyne Reductive Coupling Mediated by in Situ Generated Arylamidate
Cai, Bin,Panek, James S.
, (2020)
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-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.
