Abstract
AbstractWith the aid of the hydrogen‐bond relay of (S)‐camphorsulfonic acid, the enantioselective exo‐Diels–Alder cycloaddition of cyclic enones and 2‐vinyl‐1H‐indoles catalyzed by prolinosulfonamide was developed. The corresponding Diels–Alder cycloadducts were readily obtained by a single recrystallization, free of column chromatography. Consequently, tetracyclic tetrahydrocarbazole ring systems with three contiguous stereogenic centers were prepared in moderate yields with excellent diastereoselectivities (exo/endo up to >20:1) and enantioselectivities (up to > 99 % ee).
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