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7. Rapid Access to Polyketide Scaffolds via Vinylogous Mukaiyama Aldol Reactions

J. Hassfeld, M. Christmann, M. Kalesse

The use of the Z-configured vinylogous silyl ketene acetals in Mukaiyama aldol reactions is described. Isopropyl alcohol as scavanger and the use of tris(pentafluorophenyl)borane as the Lewis acid are required for obtaining the γ-alkylated syn-product selectively. In cases of α-chiral aldehydes, Felkin−Anh selectivity was observed.

Title
7. Rapid Access to Polyketide Scaffolds via Vinylogous Mukaiyama Aldol Reactions
Author
J. Hassfeld, M. Christmann, M. Kalesse
Identifier
DOI: 10.1021/ol016677o
Citation
Org. Lett. 2001, 3, 3561–3564.