942305-08-0Relevant articles and documents
Me2AlSEt-promoted domino dieckmann cyclization enables the total synthesis of polycyclic polyprenylated acylphloroglucinols
Wang, Liping,Sun, Lian,Wang, Xueying,Wu, Rong,Zhou, Hua,Zheng, Changwu,Xu, Hongxi
, p. 8075 - 8079 (2019/10/14)
A bioinspired, Me2AlSEt-promoted domino Dieckmann cyclization via an 8-membered ring intermediate to construct bicyclo[3.3.1]nonanes was developed, and the divergent syntheses of nine complex polycyclic polyprenylated acylphloroglucinols were a
Asymmetric, stereodivergent synthesis of (-)-clusianone utilizing a biomimetic cationic cyclization
Boyce, Jonathan H.,Porco, John A.
, p. 7832 - 7837 (2014/08/05)
We report a stereodivergent, asymmetric total synthesis of (-)-clusianone in six steps from commercial materials. We implement a challenging cationic cyclization forging a bond between two sterically encumbered quaternary carbon atoms. Mechanistic studies point to the unique ability of formic acid to mediate the cyclization forming the clusianone framework. Aim for selectivity: (-)-Clusianone was produced by a stereodivergent asymmetric total synthesis in six steps from commercial materials. The synthesis utilizes a challenging formic acid-mediated cationic cyclization forging a bond between two sterically encumbered quaternary carbon atoms.
Development of a strategy for the asymmetric synthesis of polycyclic polyprenylated acylphloroglucinols via N-amino cyclic carbamate hydrazones: Application to the total synthesis of (+)-clusianone
Garnsey, Michelle R.,Lim, Daniel,Yost, Julianne M.,Coltart, Don M.
supporting information; experimental part, p. 5234 - 5237 (2011/02/23)
A broadly applicable asymmetric synthetic strategy utilizing N-amino cyclic carbamate alkylation that provides access to the various stereochemical permutations of a common structural motif found in many polycyclic polyprenylated acylphloroglucinols is de