Highly Alkylated 1‐Oxyallyl Anions from <i>N,N</i>‐Dialkylcarbamic Acid Allyl Esters: γ‐Hydroxyalkylation (Homoaldol Reaction)

Dieter Hoppe, Rudolf Hanko, Alfons Brönneke, Florian Lichtenberg

Angewandte Chemie International Edition in English · 1981 · 42 citations · 14 references

Concepts

Abstract

1-Oxyallyl anions (2) are synthetic equivalents of the aldehyde- and ketone-ho-moenolates (1), which—even if they are highly alkylated—can be generated without problem. They react with carbonyl compounds predominantly in the γ-position to give the hydroxyenol esters (3), which, as protected “homoaldol” derivatives, are preparatively very useful.

References

14