Steric Course of the Electrophilic Substitution of a Lithiocarbanion Generated from (S,E)-1-Phenylbut-2-en-1-yl Diisopropylcarbamate and Solvent Effects
The effects of electrophiles and solvents on the stereochemistry of electrophilic substitution of a lithiocarbanion generated from (S,E)-1-phenylbut-2-en-1-yl diisopropylcarbamate were examined using various acids and carbon electrophiles. The stereochemical outcomes were influenced by the relative ability of the electrophiles and solvents to coordinate to lithium.