Kc. Nicolaou et al., New synthetic technology for the mild and selective one-carbon homologation of hindered aldehydes in the presence of ketones, ORG LETT, 2(13), 2000, pp. 1895-1898
A selective, mild, and highly efficient method has been uncovered during th
e total synthesis of the CP molecules to accomplish the one-carbon homologa
tion of sterically hindered aldehydes in the presence of acid- and base-lab
ile moieties, Michael accepters, and even other carbonyl groups such as rea
ctive and epimerizable ketones, Mechanistic studies have revealed a neutral
reagent for the rapid collapse of cyanohydrins to ketones.