Base-catalyzed epimerization of the butenolide in annonaceous acetogenins.
The elusive epimerization process in the chiral butenolide moiety of Annonaceous acetogenins was examined under several sets of conditions commonly used for elimination leading to the alpha, beta-unsaturated lactone and the results provide practical guidance in choosing elimination conditions.
Yu
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State Key Laboratory of Bio-organic and Natural Products Chemistry, and Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China.
Wu
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Y
Wu
Y L
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Xia
L J
LJ
Tang
M H
MH
D015107:4-Butyrolactone / Q000031:analogs & derivatives; D002384:Catalysis; D002942:Circular Dichroism; D005663:Furans / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D013237:Stereoisomerism
D005663:Furans; D007783:Lactones; C112079:isomurisolenin; C004511:butenolide; D015107:4-Butyrolactone