1101168-58-4Relevant articles and documents
Flexible Total Synthesis of (±)-Aureothin, a Potent Antiproliferative Agent
Henrot, Matthias,Jean, Alexandre,Peixoto, Philippe A.,Maddaluno, Jacques,De Paolis, Micha?l
, p. 5190 - 5201 (2016)
Amenable to late-stage preparation of analogues, a flexible and convergent total synthesis of (±)-aureothin is presented. The strategy was based on a desymmetrization of α,α′-dimethoxy-γ-pyrone by a process combining 1,4-addition and alkylation of vinylogous enolate to stereoselectively reach the backbone of the target. Palladium-catalyzed cyanation of an elaborated and isomerizable E,Z dienyl motif followed by Pinner cyclization enabled the construction of the tetrahydrofuran motif while a first approach based on a late-stage oxidation was unsuccessful.
Structural fine-tuning of a multifunctional cytochrome P450 monooxygenase
Zocher, Georg,Richter, Martin E. A.,Mueller, Uwe,Hertweck, Christian
supporting information; experimental part, p. 2292 - 2302 (2011/04/23)
AurH is a unique cytochrome P450 monooxygenase catalyzing the stepwise formation of a homochiral oxygen heterocycle, a key structural and pharmacophoric component of the antibiotic aureothin. The exceptional enzymatic reaction involves a tandem oxygenatio
