Intramolecular migration of long chain acyl group of enacyloxin IIa methyl ester.
Enacyloxin IIa methyl ester in non-protic solvent gave rearranged product in acidic conditions such as surface of TLC plate of silica gel or by treatment with a catalytic amount of p-toluenesulfonic acid. On the other hand, such a rearrangement did not occur in polar protic solvent. The structure of the rearranged product was elucidated as 4-acyl analog of the cyclohexane ring.
Sugiyama
Takeyoshi
T
Division of Bioscience & Biotechnology for Future Bioindustries, Graduate School of Agricultural Science, Tohoku University, Aoba-ku, Sendai 981-8555, Japan.
Kiyota
Hiromasa
H
Watanabe
Toshihiko
T
Oritani
Takayuki
T
D002855:Chromatography, Thin Layer; D011090:Polyenes / Q000737:chemistry*; D012997:Solvents
D011090:Polyenes; D012997:Solvents; C504142:enacyloxin IIa methyl ester; C072734:enacyloxin IIa