Efficient Homologation of Aldehydes to 2,4,6-Alkatrienals by means of an α-(1,3-Dioxenylallyl)boronate

Reinhard W. Hoffmann, Frank Schäfer, Eckart Haeberlin, Thorsten Rohde, Karsten Körber

Synthesis · 2000 · 15 citations · 0 references

Concepts

Abstract

The α-dioxenyl-allylboronate 4 allows the direct conversion of aldehydes into the 7-hydroxy-2,4-dienals (6). The latter compounds can be dehydrated to 2,4,6-alkatrienals 7 by means of the Burgess reagent or methanesulfonyl anhydride/Hünig Base.