133443-84-2Relevant academic research and scientific papers
Enantioselective Folding of Enynes by Gold(I) Catalysts with a Remote C2-Chiral Element
Zuccarello, Giuseppe,Mayans, Joan G.,Escofet, Imma,Scharnagel, Dagmar,Kirillova, Mariia S.,Pérez-Jimeno, Alba H.,Calleja, Pilar,Boothe, Jordan R.,Echavarren, Antonio M.
, p. 11858 - 11863 (2019/08/20)
Chiral gold(I) catalysts have been designed based on a modified JohnPhos ligand with a distal C2-2,5-diarylpyrrolidine that creates a tight binding cavity. The C2-chiral element is close to where the C-C bond formation takes place in cyclizations of 1,6-enynes. These chiral mononuclear catalysts have been applied for the enantioselective 5-exo-dig and 6-endo-dig cyclization of different 1,6-enynes as well as in the first enantioselective total synthesis of three members of the carexane family of natural products. Opposite enantioselectivities have been achieved in seemingly analogous reactions of 1,6-enynes, which result from different chiral folding of the substrates based on attractive aryl-aryl interactions.
FACILE SYNTHESIS OF BOTH ENANTIOMERS OF 2,3,4,5,6-PENTAFLUORO-α-METHOXYBENZENEACETIC ACID IN HIGH OPTICAL PURITY
Jung, Michael E.,Jung, Young H.,Miyazawa, Yasuyuki
, p. 6983 - 6986 (2007/10/02)
Both the (R) and (S) enantiomers of perfluorophenyl-O-methylmandelic acid, 6R and 6S, have been synthesized in high overall yield and optical purity by an application of the Sharpless asymmetric epoxidation scheme.
