Stereoselective synthesis of secondary organozinc reagents and their reaction with heteroatomic electrophiles

[GRAPHICS] Various trisubstituted olefins were converted to configurationally stable d iorganozinc compounds with high diastereoselectivity. Their reaction with v arious electrophiles centered on tin, sulfur, bromine, and phosphorus provi ded the desired substitution products with retention of configuration. Nove l, functionalized organocopper reagents such as 4 and chiral diphosphine 5 have been prepared.