637742-77-9Relevant articles and documents
A double alkylation - Ring closing metathesis approach to spiroimines
Brimble, Margaret A.,Trzoss, Michael
, p. 5613 - 5622 (2007/10/03)
As part of a programme directed towards the synthesis of the marine toxins, the spirolides and gymnodimine, a convenient synthesis of the key bicyclic spiroimine ring systems has been developed. The method involves double alkylation of a simple lactam, Grubbs ring closing metathesis of the resultant dialkylated lactam then reduction of the lactam to an imine.
Synthesis of Spirocyclic Imines: Key Pharmacophores in the Shellfish Toxins Spirolides and Gymnodimine
Trzoss, Michael,Brimble, Margaret A.
, p. 2042 - 2046 (2007/10/03)
The efficient synthesis of several spirocyclic imines of similar structure to that present in the shellfish toxins, the spirolides and gymnodimine, is described. The key steps involved double α-alkylation of simple lactam starting materials, Grubbs' ring closing metathesis of the resultant bis-alkylated lactams and LiEt3BH reduction of the TEOC protected lactams to imines.
