Producción Científica Profesorado

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

Rojas Lima, Susana


Heraclio López-Ruiz, Ivan Mera-Moreno, Susana Rojas-Lima, Rosa Santilllán, Norberto Farfán. Stereoselctive addition of allylmagnesium chloride to the C=N bond of [4.3.0]boron heterobicycle. Tetrahedron Letters 2008, Vol. 49, Núm. 10, pp 1674-1677. DOI:


An efficient, simple protocol for the addition of allylmagnesium chloride to the CN bond of [4.3.0] boron heterobicycles afforded five new dioxaboracyclononenes 4ae in moderate yields (5161%). The boronates were characterized by 1H, 13C, 11B and 2D NMR experiments, and confirmed by X-ray analogues. The stereochemistry of the NH, CH2CHCH2 and BPh fusion is always cis, as established through NMR, and confirmed by X-ray structure of 4d. The structure of one of the addition products was established by X-ray analysis showing that, in the solid state, it exists as a polymeric structure formed by hydrogen bonds between the amine proton and the ester oxygen of the five-membered ring.

Producto de Investigación

Artículos relacionados

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

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

Facile synthesis of 1,3,6-oxadiazepines from 2,2?-(1,2-ethanediyldiimino)bisphenols

X-ray crystallographic study of neutral boron chelates with ?-diketones and tropolone

Aroylthioureas: new organic ionophores for heavy-metal ion selective electrodes

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

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

Diastereomeric C-glycosyloxanthrones from picramnia antidesma

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

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