7260-27-7Relevant articles and documents
Benzotetramisole-catalyzed dynamic kinetic resolution of azlactones
Yang, Xing,Lu, Guojian,Birman, Vladimir B.
scheme or table, p. 892 - 895 (2010/04/29)
(Figure Presented) Enantioselective acyl transfer catalyst benzotetramisole (BTM) has been found to promote dynamic kinetic resolution of azlactones providing di(1-naphthyl)methyl esters of α-amino acids with up to 96% ee.
Asymmetric electrochemical oxidation of 1,2-diols, aminoalcohols, and?aminoaldehydes in the presence of chiral copper catalyst
Minato, Daishirou,Arimoto, Hitomi,Nagasue, Yoko,Demizu, Yosuke,Onomura, Osamu
, p. 6675 - 6683 (2008/12/20)
Asymmetric oxidation of 1,2-diols, aminoalcohols, and aminoaldehydes in the presence of copper(II) triflate and (R,R)-Ph-BOX was accomplished by electrochemical method using Br- as a mediator. This oxidation was applicable to kinetic resolution of racemic cis-cycloalkane-1,2-diols, aminoalcohols, and aminoaldehydes to afford optically active compounds with good to high enantioselectivity.
Enantioselective enolate protonation: Matching chiral aniline and substrate acidity
Vedejs,Kruger,Suna
, p. 7863 - 7870 (2007/10/03)
A comparison of chiral anilines 1a-f in the asymmetric protonation of enolate 15 shows that the optimum ΔpK(a) value (chiral acid vs protonated enolate) for the highest enantioselectivity is ca. 3 (Table 2). An extension of this concept to amino acid enolates was possible, and 1e was found to give the best enantioselectivity (85% ee) with the alanine-derived N-lithioenolate 5a (Table 3). Changes in aniline pK(a) due to variation of substituents at the aniline nitrogen were evaluated briefly, but these changes did not show consistent trends in the enantioselectivity vs pK(a).