An intramolecular organocatalytic cascade dearomatizing spirocycloaddition reaction of indole-ynone compounds containing -silyl-naphthol substituents has been developed with the use of a chiral bifunctional thiourea. This process was able to provide various structurally diverse polycyclic spiroindolines in high yields (up to 98%) with excellent stereoselectivities (>20:1 dr, up to 98% ee) involving the formation of carbonylvinylidene -quinone methide intermediates.
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| http://dx.doi.org/10.1021/acs.orglett.4c03015 | DOI Listing |
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