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

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

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

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

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

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

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

Enantioselective synthesis of ?-amino acids. Part 11: Diastereoselective alkylation of chiral deriva...

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

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 ?...