A straightforward and general access to alpha-phthalimido-alpha %26apos;-substituted propan-2-ones

作者：Pace Vittorio^*; Holzer Wolfgang

来源：Tetrahedron Letters, 2012, 53(38): 5106-5109.

DOI：10.1016/j.tetlet.2012.07.045

• Ketones
• Alcohols
• Epoxides
• Oxidation
• Phthalimide

The regioselective ring opening of the commercially available N-(2,3-epoxypropyl)phthalimide with different nucleophiles, to obtain the corresponding phthalimidopropan-2-ols (including a challenging fluorohydrin) followed by the Dess-Martin periodinane oxidation, constitutes a general and widely applicable protocol for the preparation of differently functionalized alpha-phthalimido-alpha%26apos;-substituted propan-2-ones. The incorporation of the substituent in the alpha%26apos; position takes place in an early stage of the process, thus furnishing a divergent and valuable approach.

• 出版日期2012-9-19