756846-15-8Relevant academic research and scientific papers
Novel asymmetric approach to proline-derived spiro-β-lactams
Khasanov, Alisher B.,Ramirez-Weinhouse, Michele M.,Webb, Thomas R.,Thiruvazhi, Mohan
, p. 5766 - 5769 (2007/10/03)
We describe a novel asymmetric approach using Staudinger chemistry to proline-derived spiro-β-lactams. A chiral group at C-4 of the acid chloride of proline directs the stereoselectivity of Staudinger chemistry and later is sacrificed to obtain optically active 5.4-spiro-β-lactams. The scope, limitations, and mechanistic rationale for the observed results of Staudinger Chemistry of the acid chloride of 4-alkyl(aryl)sulfonyloxy-L-proline with imines are also discussed.
