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Synfacts 2021; 17(11): 1257
DOI: 10.1055/s-0041-1737044
DOI: 10.1055/s-0041-1737044
Organo- and Biocatalysis
Catalytic Asymmetric Aldolization of Propanal Enol Silanes
Amatov T,
Tsuji N,
Maji R,
Schreyer L,
Zhou H,
Leutzsch M,
List B.
*
Max-Planck-Institut für Kohlenforschung, Mülheim an der Ruhr, Germany and Hokkaido University, Sapporo, Japan
Confinement-Controlled, either syn- or anti-Selective Catalytic Asymmetric Mukaiyama Aldolizations of Propionaldehyde Enolsilanes.
J. Am. Chem. Soc. 2021;
143: 14475-14481
DOI: 10.1021/jacs.1c07447.
Confinement-Controlled, either syn- or anti-Selective Catalytic Asymmetric Mukaiyama Aldolizations of Propionaldehyde Enolsilanes.
J. Am. Chem. Soc. 2021;
143: 14475-14481
DOI: 10.1021/jacs.1c07447.
Significance
List and co-workers report an asymmetric Mukaiyama aldolization controlled by a confined chiral imidodiphosphorimidate catalyst. By using catalysts 1 and 2, syn- or anti-aldol products can be obtained from (E)- or (Z)-enolsilanes, respectively, in high yields and with high diastereo- and enantioselectivities.
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Comment
Compared with the reported pioneering work (S. E. Denmark, S. K. Ghosh Angew. Chem. Int. Ed. 2001, 40, 4759), this method presents an improved, fully atom- and step-economic strategy. Ultimately, it could streamline the syntheses of complex oligopropionates.
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Publikationsverlauf
Artikel online veröffentlicht:
19. Oktober 2021
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