Producción Científica Profesorado

Diastereoselective Synthesis of Spiro-?-lactams via Staudinger Reaction



Alvarez Hernandez, Alejandro

2007

Susana Rojas-Lima, Lidia Santillán-Sid, Heraclio López-Ruiz and Alejandro Alvarez-Hernández. Diastereoselective Synthesis of Spiro-?-Lactams via Staudinger Reaction. Heterocycles, 2007, 71, 531-542. ISSN 1881-0942. The Japan Institute of Heterocyclic Chemistry. Japón.


Abstract


In this work, eleven new spiro-?-lactams have been prepared using the Staudinger reaction of isomaleimides (1a-d) and carboxylic acids (chloroacetic acid, (-)-menthoxyacetic acid (7) and an oxazolidinone derived acid (10)) in the presence of triphosgene under mild condition. All reactions have been shown to be stereoselective. The new stereogenic centers were assigned by X-ray diffraction.





Artículos relacionados

Synthesis of New Chiral Derivatives of N,N?-Dimethylpropyleneurea (DMPU) and Examination of Their In...

Addition reaction of benzylbenzylidenenamine to lithium enolates of 1,3-dioxolan-4-one: synthesis of...

Synthesis, crystal structures, and quadratic nonlinear optical properties in a series of pushpull bo...

Comparative Structural Characterization of the Biquaternized N-CH3 and N-BH3 Derivatives of the cis-...

Preparation of Seven- and Eight-Membered Boron Heterocycles from Different Salen Ligands and Arylbor...

Preparation of N-aryl-substituted spiro-?-lactams via Staudinger cycloaddition

Diastereomeric C-glycosyloxanthrones from picramnia antidesma

3-Benzoyl-2-isopropyl-4-alkyloxazolidin-5-ones as Efficient and Inexpensive Sources of Enantiopure ?...

Structure-Activity Relationships for Inhibition of Cysteine Protease Activity and Development of Pla...

Enantioselective synthesis of ?-amino acids. Part 10: Preparation of novel ?,?- and ?,?-disubstitute...