Abstract
A novel gold-catalyzed cascade cyclization of ynamides for the construction of pyrrolo[2,3-d]carbazole scaffold was developed. This reaction proceeds through a formation of spiroindoline by 5-exo cyclization, followed by trapping of the resulting iminium intermediate. The cyclization was allowed for the synthesis of enantiomerically enriched pyrrolo[2,3-d]carbazole by using the chiral gold complex. This methodology provides an access to the asymmetric formal synthesis of vindorosine.
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References
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Matsuoka, J. (2020). Construction of the Pyrrolo[2,3-d]Carbazole Core of Spiroindoline Alkaloids by Gold-Catalyzed Cascade Cyclization of Ynamide. In: Total Synthesis of Indole Alkaloids. Springer Theses. Springer, Singapore. https://doi.org/10.1007/978-981-15-8652-1_3
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DOI: https://doi.org/10.1007/978-981-15-8652-1_3
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