1365086-75-4Relevant academic research and scientific papers
BINAPHANE-catalyzed asymmetric synthesis of trans-β-lactams from disubstituted ketenes and N-tosyl arylimines
Chen, Shi,Salo, Eric C.,Wheeler, Kraig A.,Kerrigan, Nessan J.
supporting information; experimental part, p. 1784 - 1787 (2012/06/04)
The development of a BINAPHANE-catalyzed formal [2 + 2]-cycloaddition of disubstituted ketenes and inexpensive N-tosyl arylimines that provides access to a variety of highly substituted β-lactams (16 examples) is described. The BINAPHANE catalytic system displays moderate to excellent enantioselectivity (up to 98% ee) and high diastereoselectivity in most cases, favoring formation of the trans-diastereomer (13 examples with dr ≥ 90:10).
