Site-selective benzoin-type cyclization of unsymmetrical dialdoses catalyzed by N-heterocyclic carbenes for divergent cyclitol synthesis. Issue 32 (5th April 2017) - Kang, Bubwoong
Abstract : A highly site-selective NHC-catalyzed benzoin-type cyclization of unsymmetrical dialdoses was achieved. Abstract : A highly site-selective N-heterocyclic carbene (NHC)-catalyzed benzoin-type cyclization of unsymmetrical dialdoses is developed to enable a divergent cyclitol synthesis. The choice of chiral NHCs and protecting groups affects the site-selectivity. The resulting inososes are converted into epi -, muco - and myo -inositols, and their chiral protected derivatives are formed in good yields.