Showing papers by "Anju Chadha published in 2012"
TL;DR: Mechanistic insights using in silico studies showed that the E-isomers when located in the active site are favourably placed with respect to the catalytic triad (Ser-Tyr-Lys) for hydride transfer from NADPH.
Abstract: The stereochemical preference of the biocatalyst, Candida parapsilosis ATCC 7330, was investigated with respect to the E/Z configuration in the deracemization and the asymmetric reduction of aryl secondary alcohols and prochiral ketones, respectively. The biocatalyst preferred the E-isomers over Z-isomers as substrates as evidenced from the experimental results of >99% ee and up to 86% isolated yield for E-secondary alcohols. The synthesis of enantiomerically pure E-4-phenylbut-3-ene-1,2-diol (ee >99%, isolated yield 86%) by whole cell mediated deracemization is reported here for the first time. The geometric preference of the enzymes was confirmed by using the cell free extract of this biocatalyst. Mechanistic insights using in silico studies showed that the E-isomers when located in the active site are favourably placed with respect to the catalytic triad (Ser-Tyr-Lys) for hydride transfer from NADPH.
21 citations
TL;DR: In this article, a wide range of primary and secondary multifunctional alcohols, α-hydroxyamides, and αhydroxyesters were oxidized to their corresponding aldehydes, ketones, α -ketoamides and α-ketoesters under mild reaction conditions using 2,2,6,6-tetramethylpiperidine-1-oxyl as a catalyst with calcium hypochlorite as an oxidant.
21 citations
TL;DR: Biocatalytic reduction of primary and secondary α-keto amides was accomplished using whole cells of Candida parapsilosis ATCC 7330 in good enantiomeric excess and conversion as compared to the secondary ( R )-α-hydroxy amides.
21 citations
13 May 2012
5 citations
TL;DR: The position of the substituents on the aromatic ring of the oxoaldehydes has a large influence on the enantioselectivity and the configuration of the diols.
Abstract: The position of the substituents on the aromatic ring of the oxoaldehydes has a large influence on the enantioselectivity and the configuration of the diols.
1 citations
TL;DR: In this article, an efficient one-pot synthesis of α-hydroxy propargylic esters by chemoselective reduction followed by transesterification using NaBH4 in combination with CeCl3-·-7H2O is described.
Abstract: An efficient one-pot synthesis of α -hydroxy propargylic esters by chemoselective reduction followed by transesterification using NaBH4 in combination with CeCl3 · 7H2O is described.