Synthesis of the C1-C12 fragment of fostriecin.
[reaction: see text] The synthesis of the C(1)-C(12) fragment of fostriecin was achieved from (S)-glycidol in 15 steps by using an enantioselective allytitanation reaction and a ring-closure metathesis as the key steps.
Cossy
J
J
Laboratoire de Chimie Organique associé au CNRS, ESPCI, 10 rue Vauquelin, 75231 - Paris Cedex 05, France. janine.cossy@espci.fr
Pradaux
F
F
BouzBouz
S
S
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D004852:Epoxy Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011090:Polyenes; D020005:Propanols / Q000138:chemical synthesis* / Q000737:chemistry; D011753:Pyrones; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D059005:Topoisomerase II Inhibitors
D000475:Alkenes; D000903:Antibiotics, Antineoplastic; D004791:Enzyme Inhibitors; D004852:Epoxy Compounds; D011090:Polyenes; D020005:Propanols; D011753:Pyrones; D059005:Topoisomerase II Inhibitors; C004312:glycidol; C040313:fostriecin