An organocatalytic, highly diastereo- and enantioselective [6 + 2]-cycloaddition of 3-methide-3-pyrroles with 2-vinylindoles has been developed. This BINOL phosphoric acid-catalyzed reaction utilizes pyrrole-3-carbinols as precursors for the in situ generation of 3-methide-3-pyrroles to access densely substituted cyclopenta[]pyrroles bearing three contiguous stereogenic centers as single diastereomers in good yields with excellent enantioselectivity.

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http://dx.doi.org/10.1021/acs.orglett.2c02548DOI Listing

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