taxane has been researched along with oxetane* in 3 studies
3 other study(ies) available for taxane and oxetane
| Article | Year |
|---|---|
A new taxane with an opened oxetane ring from the needles of Taxus cuspidata.
A new taxoid metabolite was isolated from the MeOH extract of Taxus cuspidata needles. The structure was established as (2alpha,5alpha,7beta,9alpha,10beta,13alpha)-10,13,20-tris(acetyloxy)-1,4,5,7,9-pentahydroxytax-11-en-2-yl benzoate on the basis of spectral analyses including 1H- and 13C-NMR, HMQC, HMBC, and NOESY, and confirmed by HR-FAB-MS. Topics: Bridged-Ring Compounds; Ethers, Cyclic; Magnetic Resonance Spectroscopy; Models, Chemical; Plant Leaves; Taxoids; Taxus | 2010 |
Anomalous microbial transformations on the taxane ring of 10-DAB by a strain of the fungus Curvularia lunata: transbenzoylation, transacetylation, and opening of the oxetane ring.
The fermentation of 10-deacetylbaccatin III (10-DAB) (1) with Curvularia lunata afforded the taxane hemiacetals 2a and 3, characterized by extensive structural modification, including C-2 to C-1 transbenzoylation, oxidation of the C-2 hydroxyl, formation of a C-9/C13 hemiacetal, epimerization at C-10, and migration of the endocyclic double bond to an exocyclic location. In compound 3, an acetate-assisted opening of the oxetane ring was also observed. Topics: Ascomycota; Biotransformation; Bridged-Ring Compounds; Ethers, Cyclic; Molecular Structure; Stereoisomerism; Structure-Activity Relationship; Taxoids | 2009 |
Second-generation, highly abbreviated route for elaboration of the oxetane D-ring in a fully functionalized taxane.
A six-step conversion of oxirane 3 to oxetane 9 is reported. The synthetic route takes particular advantage of the acid-catalyzed ring opening of 3 to allyl alcohol 4 in a polar reaction medium and of the heightened capability of the OsO4.TMEDA complex to effect the efficient stereocontrolled dihydroxylation of this intermediate. The overall yield of the new sequence is 33%. Topics: Bridged-Ring Compounds; Ethers, Cyclic; Ethylene Oxide; Molecular Structure; Stereoisomerism; Taxoids | 2005 |