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New Synthetic Technology for the Mild and Selective One-Carbon Homologation of Hindered Aldehydes in the Presence of Ketones

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journal contribution
posted on 27.05.2000, 00:00 by K. C. Nicolaou, Georgios Vassilikogiannakis, Remo Kranich, Phil S. Baran, Yong-Li Zhong, Swaminathan Natarajan
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.