11. Enolate trapping with various electrophiles is decidedly less common.12. Pollack uses a thermodynamic argument to suggest the intermediate exists as the enolate . 13. The next step is a redox reaction of the enolate with methylene blue. 14. Chiral acyclic alkenes also show diastereoselectivity upon reactions such as epoxidation and enolate alkylation. 15. Thus, enolate ions can react with electrophiles either on oxygen or on carbon. 16. The enolate intermediate then attacks CO 2 transiently released from the enzyme linked biotin molecule. 17. This enolate cyclizes to a cyclopropanone intermediate which is then attacked by the hydroxide nucleophile. 18. The trisubstituted enolate is considered the triphenylmethyllithium at room temperature, giving 10 : 90 selectivity. 19. Reacting enone with lithium metal generates the enolate at the ?-carbon of the enone. 20. An example of a carbanionic synthon for an ester enolate is shown in fig . 1.
