6-Hydroxy derivatives of R-(-)-carvone and 7,8-epoxycarvone were synthesized and subjected to oxidative ring cleavage by the action of lead tetraacetate. These reactions followed different patterns, depending on the substrate structure.
New procedure was developed for preparation of the fragment С 10 -С 21 of epothilone D analog from R-(-)-carvone. The key stage of the synthesis consists in the regio-and stereoselective Wittig reaction of (5R)-5-acetyl-2-methylcyclohex-2-en-1-one with an ylide generated from tributyl[(2-methylthiazol-4-yl)methyl]phosphonium chloride.Epothilones, especially their analogs, are very promising objects for designing and synthesis of anticancer compounds of tubulin-polymerizing (taxol-like) action [1][2][3]. In our planned synthetic approach to analogs of epothilone D 1a and 1b [4-6] a block 2 with thiazole substituent is one of the key synthons (Scheme 1).
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.