- Reagent Availability
- Experimental User Friendliness
The introduction of nucleophilic groups to the 1-position of 1,2-glycals by an allylic substitution is called the Ferrier reaction. This reaction is referred to as the “Type I” Ferrier reaction, whereas the “Type II” Ferrier rearrangement is slightly different and known as the Petasis-Ferrier rearrangement.
- Ferrier, R.J. J. Chem. Soc., Perkin Trans I 1979, 1455.
- Danishefsky, S. J.; Kerwin Jr., J. F. J. Org. Chem. 1982, 47, 3803. DOI: 10.1021/jo00140a053
- Danishefsky, S. J.; DeNinno, S.; Lartey, P. J. Am. Chem. Soc. 1987, 109, 2082. DOI: 10.1021/ja00241a028
- Ferrier, R. J.; Middleton, S. Chem. Rev. 1993, 93, 2779. DOI: 10.1021/cr00024a008
- Ferrier, R. J. Top. Curr. Chem. 2001, 215, 153.
- Ferrier, R. J.; Zubkov, O. A. Org. React. 2003, vol 62. doi:10.1002/0471264180.or062.04
The reaction is promoted by Lewis acids and proceeds through the formation of oxocarbenium species.