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

An efficient potassium cyanide-promoted synthesis of 2-arylbenzoxazoles from [4.3.0]boron heterobicy...

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

Phenylboronic acid catalyzed-cyanide promoted, one-pot synthesis of 2-(2-hydroxyphenyl)benzoxazole d...

A flexible access to highly functionalised boronates

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

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

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

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

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

O-benzyl-N-(2-furoyl)thiocarbamate