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  • Spiroborate esters in the borane-mediated asymmetric synthesis of pyridyl and related heterocyclic alcohols.

Spiroborate esters in the borane-mediated asymmetric synthesis of pyridyl and related heterocyclic alcohols.

Tetrahedron, asymmetry (2007-11-26)
Viatcheslav Stepanenko, Melvin De Jesús, Wildeliz Correa, Irisbel Guzmán, Cindybeth Vázquez, Lymaris Ortiz, Margarita Ortiz-Marciales
ABSTRACT

The effectiveness of several spiroborate ester catalysts was investigated in the asymmetric borane reduction of 2-, 3-, 4-acetylpyridines under different reaction conditions. Highly enantiomerically enriched 1-(2-, 3- and 4-pyridyl)ethanols and 1-(heterocyclic)ethanols were obtained using 1 to 10% catalytic loads of the spiroborate 5 derived from diphenylprolinol and ethylene glycol.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
4′-(Imidazol-1-yl)acetophenone, 96%