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An enantioselective total synthesis of tubulysin V
- Source :
- Tetrahedron. 72:5928-5933
- Publication Year :
- 2016
- Publisher :
- Elsevier BV, 2016.
-
Abstract
- Tubulysin V has been enantioselectively synthesized from the units of dipeptide 23, Tuv and Tup. The features of this synthetic strategy is included three portions, the Tuv fragment 17 was diastereoselectively synthesized from the d -malic acid, the stereocenters of the Tup unit was constructed by the asymmetric reduction as well as methylation, and the epimerization for several known methods was successfully avoided by condensation of fragment 19 with 24, and by deprotection with hydrogenation.
- Subjects :
- Dipeptide
Natural product
010405 organic chemistry
Stereochemistry
Organic Chemistry
Enantioselective synthesis
Total synthesis
010402 general chemistry
01 natural sciences
Biochemistry
Tubulysin V
0104 chemical sciences
Stereocenter
chemistry.chemical_compound
chemistry
Drug Discovery
Epimer
Malic acid
Subjects
Details
- ISSN :
- 00404020
- Volume :
- 72
- Database :
- OpenAIRE
- Journal :
- Tetrahedron
- Accession number :
- edsair.doi...........fe78b6990b241fd4d5327fb7b1ac3154
- Full Text :
- https://doi.org/10.1016/j.tet.2016.08.038