Bharat Lagu

A versatile synthesis of polysubstituted pyrroles

Abstract The aldol products formed by the reaction between α-(N-benzyl or N-Cbz)amino aldehydes and lithium enolates of various ketones, were subjected to hydrogenolysis to give polysubstituted pyrroles in good yields (50–91%). The scope and limitations of this methodology are explored.

Aldol reactions of α-(N,N-dibenzylamino) ethyl ketones

Abstract Aldol reactions of the sodium enolates of α-(N,N-dibenzylamino) ethyl ketones proceed in a highly diastereoselective fashion and result in the formation of the all syn adduct. The observed stereoselectivities are most easily understood in the context of an open transition state.

Surprisingly high diastereoselection in the aldol reactions of sodium enolates of α-amino methyl ketones

Abstract Kinetic enolates of a number of α-(N,N-dibenzyl)amino methyl ketones were allowed to react with a variety of aldehydes. High diastereoselectivity was observed for sodium enolates compared to their lithium counterparts.

Diastereoselective synthesis of the key lactone intermediate for the preparation of hydroxyethylene dipeptide isosteres

Abstract An efficient and highly stereoselective route for preparing hydroxyethylene dipeptide isosteres from α-N,N-dibenzylamino ketones has been developed.