8 research outputs found
Synthesis of γ-, Ύ-, and Δ-Lactams by Asymmetric Transfer Hydrogenation of N-(tert-Butylsulfinyl)iminoesters
Highly enantiomerically enriched Îł- and ÎŽ-lactams have been prepared by a simple and very efficient procedure that involves the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)iminoesters followed by desulfinylation of the nitrogen atom and spontaneous cyclization to the desired lactams during the basic workup procedure. Five- and six-membered ring lactams bearing aromatic, heteroaromatic, and aliphatic substituents have been obtained in very high yields and eeâs up to >99%. A slight modification of the procedure also allowed the preparation of Δ-lactams in good yields and very high enantioselectivities. Both enantiomers of the final lactams could be prepared with equal efficiency by changing the absolute configuration of the sulfinyl chiral auxiliary
Highly functionalized ÎČ-lactams and 2-ketopiperazines as TRPM8 antagonists with antiallodynic activity
Efficient synthesis of both diastereomers of ÎČ,Îł-diamino acids from phenylalanine and tryptophan
Rapid synthesis of 1,3,4,4-tetrasubstituted beta-lactams from methyleneaziridines using a four-component reaction
2-Methyleneaziridines can be transformed into a variety of 1,3,4,4-tetrasubstituted beta-lactams in moderate to good yields (46-63%) via a "one-pot" process that brings together four components with the formation of three new intermolecular carbon-carbon bonds