• Has been recommended as a base for the Horner-Wadsworth-Emmons olefination reaction, where the reagents contain groups sensitive to base-catalyzed epimerization or condensation. The reaction is carried out in the presence of LiCl, and gives high (E):(Z) ratios: Tetrahedron Lett., 25, 2183 (1984).
• Useful base in peptide coupling reactions: J. Am. Chem. Soc., 91, 6488 (1969). See Appendix 6.
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For use in the introduction of TBDMS protecting groups, see tert-Butyldimethylchlorosilane, A13064. Used in preparation of silyl enol ethers from both aldehydes and ketones: Helv. Chim. Acta, 60, 1801 (1977).• Hindered non-nucleophilic base with high proton affinity: Chem. Ber., 91, 380 (1958).