4.8 Article

New synthetic technology for the mild and selective one-carbon homologation of hindered aldehydes in the presence of ketones

Journal

ORGANIC LETTERS
Volume 2, Issue 13, Pages 1895-1898

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol000102u

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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 accepters, 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.

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