501644-56-0Relevant academic research and scientific papers
A stereoselective aldol approach for the total synthesis of herbarumin I and stagonolide A
Srihari,Rao, G. Maheswara,Rao, R. Srinivasa,Yadav
experimental part, p. 2407 - 2412 (2010/09/04)
A stereoselective total synthesis of phytotoxic compounds herbarumin I and stagonolide A has been achieved utilizing Crimmins protocol for non-Evans anti-aldol approach and a ring-closing olefin metathesis reaction as the key steps. Georg Thieme Verlag St
Anti-selective aldol reactions with titanium enolates of N-glycolyloxazolidinethiones
Crimmins, Michael T.,McDougall, Patrick J.
, p. 591 - 594 (2007/10/03)
(Matrix presented). A highly diastereoselective anti aldol addition utilizing a variety of N-glycolyloxazolidinethiones has been developed. Enolization of an N-glycolyloxazolidinethione with titanium (IV) chloride and (-)-sparteine followed by addition of an aldehyde activated with additional TiCl4 resulted in highly anti-selective aldol additions, typically with no observable syn isomers. Allyl-protected glycolates demonstrated the highest levels of selection and yields, although O-benzyl and O-methyl glycolyloxazolidinethiones also performed well.
