Overview of carbanion dynamics and electrophilic substitutions in chiral organolithium compounds
A review. Topics thus discussed included the carbon-lithium bond, chiral organolithium compds., methods of generation of organolithium compds., tin-lithium exchange, asym. deprotonation, carbanion dynamics, relative rates and inversion vs. substitution, fast inversion and slow inversion, enantiomerization dynamics (isomerization), benzylic organolithium compds., bon-benzylic organolithium compds., heteroatom-stabilized organolithium compds., diastereomeric bias, dynamic resoln., dynamic kinetic resoln., dynamic thermodn. resoln., competing inversion and substitution (Hoffmann test), steric course of electrophilic substitution involving η1-organolithium compds. and related examples, SET (single electron transfer), methods for implicating or eliminating SET as reaction mechanism, steric course of electrophilic substitution involving η3-organolithium compds. and examples.
- Book
- Topics in Stereochemistry
- Year
- 2010
- Start Page
- 93
- URL
- http://onlinelibrary.wiley.com/doi/10.1002/9783906390628.ch3/summary
- ISBN/ISSN
- 1935-1275; 0082-500X
- DOI
- 10.1002/9783906390628.ch3