Total synthesis of both enantiomers of the macrocyclic lactone citreofuran.
Both enantiomers of the polyketide-derived lactone citreofuran (4) have been prepared. The enantiopure building blocks were obtained on a chemoenzymatic route ((S)-6) and by a chiral pool synthesis ((R)-6). The crucial step in the synthesis, a macrolactonization, was accomplished under Mitsunobu conditions.
Bracher
Franz
F
Department für Pharmazie--Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, 81377 München, Germany.
Schulte
Brigitte
B
D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D005663:Furans; D007783:Lactones; C477980:citreofuran