Five membered ring formation of 2-hydroxyalkyl malonate and acetoacetate derivatives the problem of O-versus C-alkylation

Article abstract of DOI:10.1016/S0040-4020(01)87922-9

The cyclization reactions of type 32, 34, 36, 37/38 compounds have been studied with the aim of achieving a carbon-carbon bond forming reaction at C-2 of optically active glycerol derivatives as indicated in Scheme 1. In all cases O-alkylation at the proximal CO group has been observed.