A Mild Oxidation of 1,1-Diorganometallics to Ketones and Aldehydes. A New Stereoselective Approach to Aldol Products Part I

Article abstract of DOI:10.1016/S0040-4039(00)82431-4

The 1,1-diorganometallics of magnesium and zinc 1 are converted by the reaction with Me3SnCl to the 1,1-diorganometallics of tin and zinc 2 which are readily oxidized by dry air at -10 deg C to 0 deg C to afford the corresponding aldehydes and ketones 3 in 57-91percent yield.This mild oxidation reaction allows a new stereoselective approach to aldol products.An extension of the reaction to 1,1-diorganometallics of silicon and zinc is described.