21293-20-9Relevant articles and documents
A Concise Enantioselective Approach to Quassinoids
Thomas, William P.,Pronin, Sergey V.
, p. 118 - 122 (2022/01/08)
A synthetic approach to quassinoids is described. The route to the tetracyclic core relies on an efficient and selective annulation between two unsaturated carbonyl components that is initiated by catalytic hydrogen atom transfer from an iron hydride to an alkene. Application of this strategy allows for enantioselective synthesis of quassin, which is prepared in 14 steps from commercially available starting material.
ON EQUILIBRATION OF QUASSIN AND 4-EPIQUASSIN
Stojanac, Nada,Valenta, Zdenek
, p. 2298 - 2305 (2007/10/02)
Equilibration of quassin and 4-epiquassin is described.Various quassin derivatives are characterized and their relationship to quassin (I) is discussed.A regioselective deprotonation is achieved in quassin and 4-epiquassin (III) by the introduction of a diosphenolate grouping which makes a potentially acidic H-atom unavailable for attack by base.
QUASSINOIDS: TOTAL SYNTHESIS OF DL-QUASSIN
Vidari, Giovanni,Ferrino, Sergio,Grieco, Paul A.
, p. 3539 - 3548 (2007/10/02)
The total synthesis of quassin (1), the major constituent of quassia wood, is described in racemic form.The synthesis features the Lewis acid catalyzed intermolecular Diels-Alder reaction between dienophile 8 and ethyl (E)-4-methyl-3,5-hexadienoate (9).Di
