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

Cathepsins X and B Can Be Differentiated through Their Respective Mono- and Dipeptidyl Carboxypeptid...

Study of the reactivity of squarylferrocenes. Addition of amines and aminoesters

Synthesis of nitrogen-, oxygen- and sulphur-containing tripodal ligands with a trimethylbenzene core...

New boronates prepared from 2,4-pentanedione derived ligands of the NO2 and N2O2 type comparison to...

Synthesis and Study of Isomeric Benzo[1,4]oxazines and Benzothiazolines by NMR Spectroscopy and X-Ra...

Diastereoselective alkylation of chiral glycinate derivatives containing the ?-phenylethyl group.

Addition reaction of benzylbenzylidenenamine to lithium enolates of1,3-dioxolan-4-one: synthesis of ...

ChemInform Abstract: Facile Preparation of [4.4]Metacyclophane- and [5.5]Paracyclophane-Type Macrocy...

r-Alkylation of (S)-Asparagine with Self-Regeneration of the Stereogenic Center: Enantioselective Sy...

Et3B, an Efficient Mediator for Xanthate Transfer Based Radical Processes