141978-58-7Relevant academic research and scientific papers
Dinuclear zinc-catalyzed asymmetric desymmetrization of acyclic 2-substituted-1,3-propanediols: A powerful entry into chiral building blocks
Trost, Barry M.,Malhotra, Sushant,Mino, Takashi,Rajapaksa, Naomi S.
scheme or table, p. 7648 - 7657 (2009/08/19)
The asymmetric acylation of meso-2-substituted-1,3-propanediols by using an amphoteric chiral dinuclear zinc catalyst is described. It is has been demonstrated that both 2-alkyl- and 2-aryl-1,3-propanediols can be desymmetrized in high yields and enantioselectivities by using the same family of ligands. Given that both antipodes of the chiral catalyst are available, both enantiomers of the desymmetrized product can be obtained from the same starting material. The synthetic utility of the desymmetrized products has been demonstrated by the synthesis of several chiral building blocks with high enantiomeric purities.
Asymmetrization of 2-methylpropane-1,3-diol by Mucor miehei lipase-catalyzed benzoylation in organic solvent
Santaniello, Enzo,Casati, Silvana,Ciuffreda, Pierangela,Gamberoni, Luca
, p. 3177 - 3179 (2007/10/03)
Asymmetrization of prochiral 2-methylpropane-1,3-diol by Mucor miehei lipase (MML)-catalyzed acylation with vinyl benzoate affords the corresponding (S)-monobenzoate (65% ee), that can be obtained enantiomerically pure in 40% yield by a sequential benzoyl
Desymmetrization of meso 1,3- and 1,4-diols with a dinuclear zinc asymmetric catalyst
Trost, Barry M.,Mino, Takashi
, p. 2410 - 2411 (2007/10/03)
A dinuclear asymmetric zinc catalyst generated by mixing a 2:1 ratio of diethylzinc and 2,6-bis[5-2-diarylhydroxy methyl-1-pyrrolidinyl]-4-methylphenol has been contrasted with enzymes for the desymmetrization of some meso diols. The best ligand has a p-b
Enantioselective transesterification of 2-methyl-1,3-propanediol derivatives catalyzed by Pseudomonas fluorescens lipase in an organic solvent
Grisenti,Ferraboschi,Manzocchi,Santaniello
, p. 3827 - 3834 (2007/10/02)
The irreversible transesterification of racemic 2-methyl-1,3-propanediol derivatives, the monoethers 3a, 3b, 5a, and the monobenzoate 5b, with vinyl acetate catalyzed by Pseudomonas fluorescens lipase in chloroform affords enantiomerically pure chiral synthons.
