Cyclohexadiene-trans-diols as versatile starting material in natural product synthesis: short and efficient synthesis of iso-crotepoxide and ent-senepoxide.
A new synthesis of ent-senepoxide and iso-crotepoxide starting from microbially produced(+)-trans-2,3-dihydroxy-2,3-dihydrobenzoic acid via regio- and stereoselective epoxidation is described.
Institute of Biotechnology 2, Forschungszentrum Jülich GmbH, 52425 Jülich, Germany.
Volker
V
Lorbach
Dirk
D
Franke
Martin
M
Nieger
Michael
M
Müller
D001685:Biological Factors / Q000138:chemical synthesis; D003510:Cyclohexanes / Q000737:chemistry; D003511:Cyclohexanols / Q000737:chemistry*; D053138:Cyclohexenes; D004852:Epoxy Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D001685:Biological Factors; D003510:Cyclohexanes; D003511:Cyclohexanols; D053138:Cyclohexenes; D004852:Epoxy Compounds; C048401:1,4-cyclohexadiene; C011828:futoxide