Achemo- andbiocatalytic cascade approach was applied for the stereos elective synthesis of hydroxy ketone sand the corresponding 1,3-diols. A new class of tridentate N,N,Oligands was used with coppe r(II) complexes for the asymmetric b-borylation of a, b-unsaturated compounds. The complex containing ligand L5 emergedas the best performer,and it gave the orga-noborane derivatives with good ee values. The corresponding keto–alcohol compounds were then bioreduced by yeasts. The biotransformation set up with Rhodo Torula rubra allowed (R)- keto– alcohols and (S, S)-diols to be obtained with up to 99% ee and up to 99% de in favor of the anti enantiomers.
Cascade Reaction by Chemo- and Biocatalytic Approaches to Obtain Chiral Hydroxy Ketones and anti 1,3-Diols / R. Gandolfi, G. Facchetti, M. Christodoulou, M. Fusè, F. Meneghetti, I. Rimoldi. - In: CHEMISTRYOPEN. - ISSN 2191-1363. - 7:(2018 May 25), pp. 393-400. [10.1002/open.201800056]
Cascade Reaction by Chemo- and Biocatalytic Approaches to Obtain Chiral Hydroxy Ketones and anti 1,3-Diols
R. GandolfiPrimo
;G. FacchettiSecondo
;M. Christodoulou;F. MeneghettiPenultimo
;I.S. Rimoldi
Ultimo
2018
Abstract
Achemo- andbiocatalytic cascade approach was applied for the stereos elective synthesis of hydroxy ketone sand the corresponding 1,3-diols. A new class of tridentate N,N,Oligands was used with coppe r(II) complexes for the asymmetric b-borylation of a, b-unsaturated compounds. The complex containing ligand L5 emergedas the best performer,and it gave the orga-noborane derivatives with good ee values. The corresponding keto–alcohol compounds were then bioreduced by yeasts. The biotransformation set up with Rhodo Torula rubra allowed (R)- keto– alcohols and (S, S)-diols to be obtained with up to 99% ee and up to 99% de in favor of the anti enantiomers.File | Dimensione | Formato | |
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