BuSnCl3-Mediated Reaction of 3-(Tributylstannyl)cycloalkenes with Aldehydes. Highlyerythro-Selective 2-Cyclopentenylation and 2-Cyclohexenylation of Aromatic Aldehydes
The zinc–mediated aqueous Barbier–Grignardreaction of cyclic allylic bromide substrates with various aldehydes and ketones to afford homoallylic alcohols was investigated. Aromatic aldehydes and ketones afforded adducts in good yields (66–90%) and with good diastereoselectivities. Non–aromatic aldehydes also reacted well under these conditions, but only poor yields were obtained with non–aromatic