506418-11-7Relevant academic research and scientific papers
Efficient desymmetrization of "pseudo"-C2-symmetric substrates: Illustration in the synthesis of a disubstituted butenolide from arabitol
Linclau, Bruno,Boydell, A. James,Clarke, Philip J.,Horan, Richard,Jacquet, Claire
, p. 1821 - 1826 (2003)
A short synthesis of the homochiral disubstituted butenolide 1 is described in four steps from arabitol. The key steps are the selective kinetic protection of arabitol and the cyclization of 11 to form the butenolide ring. This last transformation represents a rare example of a fully stereoselective cyclitive desymmetrization process of a "pseudo"-C2-symmetric substrate.
