730964-75-7Relevant academic research and scientific papers
Au-catalyzed asymmetric formal [3 + 2] cycloaddition of isocyanoacetates with maleimides
Padilla, Silvia,Adrio, Javier,Carretero, Juan C.
experimental part, p. 4161 - 4166 (2012/06/18)
An efficient protocol for the AuI-catalyzed asymmetric formal [3 + 2] cycloaddition of isocyanoacetates with phenylmaleimide has been developed. In the presence of cationic AuI/DTBM-segphos complex, excellent diastereoselectivity and high levels of enantioselectivity (up to 97% ee) have been attained with a variety of α-substituted isocyanoacetates. The synthetic potential of the resulting enantioenriched 1-pyrrolines has been demonstrated by the preparation of highly substituted pyrrolidines bearing a quaternary stereocenter.
