• Anderson, G.W. and Paul, R.J., J. Am. Chem. Soc. , 80 : 4423 (1958).
• Hoard, D.E. and Ott, D.G., Ibid. , 87 : 1785 (1965).
• Pierschbacher, M., et al.: Nature, 309, 30 (1984)
• ?-Hydroxy amino acids are dehydrated to dehydroamino acids: Synthesis, 968 (1982).
•
Dehydrates aldoximes, including chiral oximes, to nitriles in high yield: J. Chem. Soc., Chem. Commun., 628 (1973); Synth. Commun., 12, 25 (1982). Ketoximes can be converted to amides by the spontaneous Beckmann rearrangement of imidazolium salts: Chem. Pharm. Bull., 32, 2560 (1984):
• Reagent for peptide coupling via the acylimidazolide: Liebigs Ann. Chem., 609, 75 (1957); J. Am. Chem. Soc., 80, 4423 (1958); 82, 4596 (1960): J. Org. Chem., 27, 2094 (1962). For peptide reagents, see Appendix 6.
• Acylimidazolides can also be reduced to aldehydes by DIBAL-H. This reaction has been applied to N-protected amino acids: J. Chem. Soc., Chem. Commun., 79 (1979).
• ɑ?-Dihydroxyketones are converted toɑ-diketones: Synth. Commun., 23, 2219 (1993).
• One-pot esterification of a carboxylic acid with t-BuOH occurs in the presence of DBU: Synthesis, 833 (1982). The reactivity of acyl imidazolides can be increased by N-alkylation: Chem. Pharm. Bull., 32, 5044 (1984).
Corrosive (C)
Harmful (Xn)
