87903-09-1Relevant articles and documents
Convergent and Efficient Synthesis of Spiro
Rosenberg, Saul H.,Rapoport, Henry
, p. 56 - 62 (2007/10/02)
A synthesis is presented of spiro, tricyclic analogues containing the A, N, and O rings of codeine.Two successive 1,4-additions into a pyridine residue, an intermolecular aryllithium addition followed by an intramolecular ester enolate ring closure, establish the spiro system.Reduction and finally α-methylene lactam rearrangment provide the necessary functionalization for further elaboration and C-ring closure.