4.8 Article

Catalytic, three-component assembly reaction for the synthesis of pyrrolidines

Journal

ORGANIC LETTERS
Volume 5, Issue 19, Pages 3487-3490

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol035292y

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[GRAPHICS] Copper(I) salts catalyze the three-component assembly reaction between an alpha-diazo ester, an imine, and various alkenes and alkynes to form substituted pyrrolidines with excellent to good diastereoselectivities in high yields. The transition metal-catalyzed decomposition of the alpha-diazo compound in the presence of the imine likely generates a transient azomethine ylid that undergoes addition with various dipolarophiles in a highly convergent manner.

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