69668-89-9Relevant articles and documents
A NOVEL REACTION OF α-HALOEPOXIDES WITH TRIALKYLSTANNATES
Corey, L. D.,Singh, S. M.,Oehlschlager, A. C.
, p. 1821 - 1827 (2007/10/02)
The reaction of α-haloepoxides with zinc powder or reagents containing tialkylstannate anion yields allylic alcohols by anti elimination of carbon halogen and adjacent carbon epoxy oxygen bonds.Appreciable Z -> E isomerization occurs in both types of reactions but the experimental results indicate that the conversion of erythro α-bromoepoxides to E allylic alcohols by zinc or trialkylstannates shows sufficient sterospecificity to be synthetically useful.