Al-catalyzed facile construction of quaternary C-C bonds by the allylic substitution of tertiary alcohols: a concise and formal synthesis of (±)-mersicarpine.

Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun, Jilin 130022, China.
Chemistry - A European Journal (Impact Factor: 5.93). 06/2012; 18(32):9784-8. DOI: 10.1002/chem.201201344
Source: PubMed

ABSTRACT In close quarters: A concise, high-yielding, and more sustainable route for the synthesis of (±)-mersicarpine in nine linear steps from commercially available indole and succinic anhydride is presented. It is also demonstrated that the novel protocol can be commonly used for the rapid and flexible construction of a diverse class of mersicarpine analogues.