864949-89-3Relevant academic research and scientific papers
Total synthesis of (-)-spirotryprostatin B: Synthesis and related studies
Marti, Christiane,Carreira, Erick M.
, p. 11505 - 11515 (2007/10/03)
The total synthesis of spirotryprostatin B, a cytostatic spiro[pyrrolidine-3,3′-oxindole] alkaloid, is described. The key step of the synthetic approach consists of the application of the Mgl 2-mediated ring-expansion reaction of a spiro[cyclopropane-1, 3′-oxindole] with an aldimine, leading to rapid assembly of the spirotryprostatin core. The route documents the installation of the prenyl side chain by Julia-Kocienski olefination of a key aldehyde precursor, a transformation that ultimately allows for facile synthesis of analogues and facilitates structure-activity relationships studies.
