3206-47-1Relevant articles and documents
Total Synthesis of the Marine Macrolide Amphidinolide F
Ferrié, Laurent,Fenneteau, Johan,Figadère, Bruno
supporting information, p. 3192 - 3196 (2018/06/11)
A new and efficient convergent approach toward the synthesis of amphidinolide F is described through the assembly of three fragments. The two trans-tetrahydrofurans were built by a diastereoselective C-glycosylation with titanium enolate of bulky N-acetyloxazolidinethiones. The side chain was inserted by a Liebeskind-Srogl cross-coupling reaction. A sulfone condensation/desulfonylation sequence, a Stille cross-coupling, and a macrolactonization were applied to connect the fragments.
A diels-alder approach to (-)-ovalicin
Tiefenbacher, Konrad,Arion, Vladimir B.,Mulzer, Johann
, p. 2690 - 2693 (2008/03/12)
A round at the Oval: The antiangiogenic activity of the natural product ovalicin has sparked significant interest. A highly efficient enantio- and diastereoselective total synthesis of ovalicin proved successful in which the key step involved an endo sele
Tetrazoles. XXXI. Phase-Transfer Reactions of 1-Substituted Tetrazole-5-thiones and Their Derivatives
Gol'tsberg,Koldobskii
, p. 1194 - 1201 (2007/10/03)
Alkylation of 1-substituted tetrazole-5-thiones under conditions of phase-transfer catalysis in the two-phase system liquid-liquid proceeds regioselectively at the sulfur atom, regardless of the alkylating agent and phase-transfer catalyst. Phase-transfer oxidation of the 5-alkylthiotetrazoles thus obtained by potassium permanganate is a convenient method for preparation of 5-alkylsulfonyltetrazoles which can be used to synthesize functionally substituted tetrazoles.