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New synthetic technology for the mild and selective one-carbon homologation of hindered aldehydes in the presence of ketones
Nicolaou Vassilikogiannakis, Georgios Kranich, Remo Baran, Phil S. Zhong, Yong-Li Natarajan, Swaminathan
(Formula presented) A selective, mild, and highly efficient method has been uncovered during the total synthesis of the CP molecules to accomplish the one-carbon homologation of sterically hindered aldehydes in the presence of acid- and base-labile moieties, Michael acceptors, and even other carbonyl groups such as reactive and epimerizable ketones. Mechanistic studies have revealed a neutral reagent for the rapid collapse of cyanohydrins to ketones.




