Very high diastereofacial stereoselectivity in the α-methoxy organolead–aldehyde condensation. Stereocontrol of three contiguous chiral centres
Abstract
The reaction of the α-methoxylead derivative 1a with 2-phenylpropanal in the presence of TiCl4 gave the 1,2-syn-2,3-syn product 2 with very high diastereoselectivity: 1,2-syn/1,2-anti= 95/5 and 2,3-syn/2,3-anti= 100/0.