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  • Highly enantioselective Ag(i)-catalyzed [3 + 2] cycloaddition of azomethine ylides.

Highly enantioselective Ag(i)-catalyzed [3 + 2] cycloaddition of azomethine ylides.

Journal of the American Chemical Society (2002-11-07)
James M Longmire, Bin Wang, Xumu Zhang
ABSTRACT

A highly reactive Ag(I)-catalyzed [3 + 2] cycloaddition of azomethine ylides is founded using AgOAc as the catalytic precursor and phosphines as ligands. Using a new bis-ferrocenyl amide phosphine (FAP) as the ligand, we found that high enantioselectivities (up to 97% ee) have been achieved in the [3 + 2] cycloaddition of azomethine ylides. Up to four stereogenic centers can be established in this multicomponent coupling reaction from readily available materials such as aldehydes, aminoesters, and dipolarophiles.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Dimethyl maleate, 96%