One-pot synthesis of chiral dehydroproline esters: [3+2]-type cycloaddition reaction of allenylstannane and α-imino ester |
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Authors: | Kohei Fuchibe |
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Institution: | Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo 171-8588, Japan |
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Abstract: | An enantioselective 3+2]-type cycloaddition of allenylstannane and α-imino ester was developed. Synthetic utility of the 4-stannyldehydroproline ester intermediate was demonstrated: iodine oxidation and Stille coupling reaction of the intermediate afforded optically active 4-iodo- and 4-aryldehydroproline esters in good yields and in high ees, respectively. |
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Keywords: | Allenylstannane Annulation Asymmetric synthesis α-Imino ester Iodine oxidation Proline Stille coupling |
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