Work

Potassium tert -butoxide mediated stereoselective/direct Mannich reaction of α-substituted-γ-lactams with in situ generated aryl N -silyl imines

Year: 2025

Type: article

Abstract: -Bu and the catalytic mechanism has been investigated using density functional theory calculations. The computational investigations suggest that the diastereoselectivity is controlled by explicit interactions between a binuclear potassium complex and both the imine nitrogen and the enolate oxygen atoms in the selectivity-determining transition states. The Mannich products are shown to be useful in accessing novel spirocyclic pyrrolidines.

Source: Chemical Science

DOI: 10.1039/d4sc06391k

Authors: Tyler D. Casselman, Mithun C. Madhusudhanan, Binh Khanh Mai, Peng Liu, Brian M. Stoltz

Institutions: California Institute of Technology, University of Pittsburgh

Language: English

Topic: Coordination Chemistry and Organometallics

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond