BINOLAM, a recoverable chiral ligand for bifunctional enantioselective catalysis: the asymmetric synthesis of cyanohydrins

Jesús Casas; Carmen Nájera; José M Sansano; José M Saá

doi:10.1021/ol0262338

BINOLAM, a recoverable chiral ligand for bifunctional enantioselective catalysis: the asymmetric synthesis of cyanohydrins

Org Lett. 2002 Jul 25;4(15):2589-92. doi: 10.1021/ol0262338.

Authors

Jesús Casas¹, Carmen Nájera, José M Sansano, José M Saá

Affiliation

¹ Departamento de Química Orgánica, Universidad de Alicante, Apartado 99, 03080-Alicante, Spain.

PMID: 12123383
DOI: 10.1021/ol0262338

Abstract

[reaction: see text] A new bifunctional catalytic system based on a monometallic aluminum complex is used for the efficient enantioselective cyanation of aldehydes. The ligand (S)- or (R)-2,2'-bis(diethylaminomethyl)-substituted binaphthol (BINOLAM) used is recovered for recycling. This methodology is used for the synthesis of a precursor of epothilone A.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aluminum Compounds / chemistry
Conservation of Natural Resources / methods*
Enzymes / chemistry
Industrial Waste / prevention & control
Ligands
Molecular Mimicry
Naphthalenes / chemistry*
Nitriles / chemical synthesis*
Stereoisomerism

Substances

Aluminum Compounds
BINAP, 2-naphthol
Enzymes
Industrial Waste
Ligands
Naphthalenes
Nitriles
cyanohydrin