Producción Científica Profesorado

Diastereoselective Synthesis of Spiro-?-lactams via Staudinger Reaction



Rojas Lima, Susana

2007

Susana Rojas-Lima, Lidia Santillan-Sid, Heraclio López-Ruiz, y Alejandro Alvarez-Hernandez. Diastereoselective synthesis of spiro-beta-lactams via staudinger reaction. Heterocycles 71, 531-542 (2007). DOI: 10.3987/COM-06-10942


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.



Producto de Investigación




Artículos relacionados

Phenylmethyl 2,3,4-tri-O-acetyl--D-fucopyranoside

Stereoselective addition of allylmagnesium chloride to the CN bond of [4.3.0] boron heterobicycles

Structural studies of spiroarsoranes derived from 2-aminophenols

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

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

Et3, and efficient Mediator for Xanthate Transfer Based Radical Processes.

Synthesis of new homochiral 2,3-dialkylpiperazines derived from (R)-(?)-phenylglycinol

Highly diastereoselective alkylation, acylation and aldol condensation of cis- and trans-(N-acyloyl)...

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

Further insight into three center hydrogen bonding. Participation in tautomeric equilibria of hetero...