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Phosphine-Catalyzed Atroposelective Formal [3+2] Cycloaddition Desymmetrization of N-Arylmaleimides
DOI:10.1021/acs.orglett.2c02208.png)
Abstract
En 中文
Herein, a new strategy for the enantioselective synthesis of axially chiral N-aryl succinimides was devised by [3 + 2] annulation of MBH carbonates and N-aryl maleimides under chiral phosphine. This desymmetrization process allows for quick construction of both two stereogenic carbon centers and a remote C-Ar-N atropisomeric chirality. A series of structurally diverse N-aryl succinimides were obtained with good to excellent yields, diastereoselectivities, and enantioselectivities. The process is mild, efficient, and scalable and features a broad substrate scope.
Keywords:
MORITA-BAYLIS-HILLMAN
ASYMMETRIC CONSTRUCTION
LIGANDS
ANNULATION
RESOLUTION
CARBONATES
DESIGN
Journal
IF:
5
Papers:
3.9W
Citations:
10.0W

