56859-93-9Relevant articles and documents
Oxidative cyclizations: The asymmetric synthesis of (-)-alliacol A
Mihelcic, John,Moeller, Kevin D.
, p. 9106 - 9111 (2004)
A tandem anodic coupling-Friedel-Crafts alkylation strategy has been used to rapidly complete the asymmetric synthesis of alliacol A. The anodic oxidation reaction allowed for the generation of a new bond between two nucleophiles. In the synthesis, the ab
Type II intramolecular [5+2] cycloaddition: Facile synthesis of highly functionalized bridged ring systems
Mei, Guangjian,Liu, Xin,Qiao, Chuang,Chen, Wei,Li, Chuang-Chuang
, p. 1754 - 1758 (2015)
A type II intramolecular oxidopyrylium-mediated [5+ 2] cycloaddition reaction allows the efficient and diastereoselective formation of various highly functionalized and synthetically challenging bridged seven-membered ring systems (such as bicyclo[4.4.1]undecane, bicyclo[4.3.1]decane, bicyclo[5.4.1]dodecane, and bicyclo[6.4.1]]tridecane). This simple, thermal, direct transformation has a broad substrate scope and is high yielding, with high functional-group tolerance and unique endo selectivity. The highly strained tricyclic cores of ingenol mebutate (picato) and cyclocitrinol are synthesized efficiently and diastereoselectively using this methodology.
Complex Polyheterocycles and the Stereochemical Reassignment of Pileamartine A via Aza-Heck Triggered Aryl C-H Functionalization Cascades
Bower, John F.,Caiger, Lewis,García-Cárceles, Javier,Hazelden, Ian R.,Jones, Benjamin T.,Langer, Thomas,Lewis, Richard J.
supporting information, p. 15593 - 15598 (2021/10/12)
Structurally complex benzo- and spiro-fused N-polyheterocycles can be accessed via intramolecular Pd(0)-catalyzed alkene 1,2-aminoarylation reactions. The method uses N-(pentafluorobenzoyloxy)carbamates as the initiating motif, and this allows aza-Heck-type alkene amino-palladation in advance of C-H palladation of the aromatic component. The chemistry is showcased in the first total synthesis of the complex alkaloid (+)-pileamartine A, which has resulted in the reassignment of its absolute stereochemistry.
Gold(I)-catalyzed endo-selective intramolecular α-alkenylation of β-yne-furans: Synthesis of seven-membered-ring-fused furans and dft calculations
Dong, Zhe,Liu, Cheng-Hang,Wang, Yi,Lin, Mu,Yu, Zhi-Xiang
supporting information, p. 14157 - 14161 (2014/01/06)
Alkenylation of furans: An efficient gold-catalyzed endo-selective intramolecular α-alkenylation of β-alkyne-substituted furans has been developed to synthesize challenging seven-membered-ring-fused furans in good to excellent yields. Preliminary DFT calc
