186502-24-9Relevant academic research and scientific papers
A versatile, enantioselective, stereocontrolled synthesis of (1S,2R)-imidazoleglycerol
Paz, Manuel M.,Correa, Juan F.,Cabeza, M. Isabel,Sardina, F. Javier
, p. 9259 - 9262 (2007/10/03)
An efficient (21% overall yield), enantio- and diastereoselective, 11-step synthesis of (1S,2R)-imidazoleglycerol has been developed. The key steps are the stereoselective hydroxylation of an acyloxazolidinone enolate, the alkylation of a thioester with (MOMOCH2)2CuLi and the stereodivergent reduction of the resulting ketone. The scope of the reaction of the enolate derived from 10 with heteroatom electrophiles has been studied.
