87342-81-2Relevant academic research and scientific papers
Stereochemistry of Dehydration and Halogenation of αR* and αS* Isomeric 3-(α-Hydroxybenzyl)-1,4-diphenyl-2-azetidinones
Otto, Hans-Hartwig,Mayrhofer, Roswitha
, p. 1162 - 1168 (2007/10/02)
Dehydration with p-tosyl chloride in pyridine starting with the αR* isomers of the title compounds 3 results in formation of (E)-3-arylmethylene-β-lactams 4. (Z)-4 is obtained by starting with αS* isomeric 3.Halogenation of αS*-3 with thionyl chloride in chloroform yields αR* halogeno compounds 6 by inversion at C-α, and dehydrohalogenation of 6 by amines results in the specific formation of (E)-4.
