Issue 46, 2010

1,4-Addition of silicon dienoates to α,β-unsaturated aldehydes catalyzed by in situ-generated silicon Lewis acid

Abstract

In situ-generated silyl methide species (R3Si–CTf2R′) effectively catalyzed the reaction of β-substituted α,β-unsaturated aldehydes with silicon dienoates such as 3-bromo-2-TESO-furan to give the corresponding γ-adducts with excellent 1,4-selectivity and good anti selectivity.

Graphical abstract: 1,4-Addition of silicon dienoates to α,β-unsaturated aldehydes catalyzed by in situ-generated silicon Lewis acid

Supplementary files

Article information

Article type
Communication
Submitted
08 Jul 2010
Accepted
28 Sep 2010
First published
22 Oct 2010

Chem. Commun., 2010,46, 8728-8730

1,4-Addition of silicon dienoates to α,β-unsaturated aldehydes catalyzed by in situ-generated silicon Lewis acid

H. Yanai, A. Takahashi and T. Taguchi, Chem. Commun., 2010, 46, 8728 DOI: 10.1039/C0CC02438D

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