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. 2001 Nov 1;3(22):3561-4.
doi: 10.1021/ol016677o.

Rapid access to polyketide scaffolds via vinylogous Mukaiyama aldol reactions

J Hassfeld  1 , M Christmann, M Kalesse
Affiliations

Rapid access to polyketide scaffolds via vinylogous Mukaiyama aldol reactions

J Hassfeld et al. Org Lett. .

Abstract

[reaction: see text]. 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 gamma-alkylated syn-product selectively. In cases of alpha-chiral aldehydes, Felkin-Anh selectivity was observed.

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