TY - JOUR A1 - Bakulina, Olga A1 - Ivanov, Alexander A1 - Suslonov, Vitalii A1 - Dar’in, Dmitry A1 - Krasavin, Mikhail T1 - A speedy route to sterically encumbered, benzene-fused derivatives of privileged, naturally occurring hexahydropyrrolo[1,2-b]isoquinoline JF - Beilstein Journal of Organic Chemistry PY - 2017/// VL - 13 SP - 1413 EP - 1424 SN - 1860-5397 DO - 10.3762/bjoc.13.138 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.13.138 KW - Castagnoli–Cushman reaction KW - diastereoselectivity KW - homophthalic anhydride KW - indolenines KW - lactam synthesis KW - multicomponent reactions N2 - A series of 15 benzene-fused hexahydropyrrolo[1,2-b]isoquinolonic acids with substantial degree of steric encumbrance has been prepared via a novel variant of the Castagnoli–Cushman reaction of homophthalic anhydride (HPA) and various indolenines. The employment of a special kind of a cyclic imine component reaction allowed, for the first time, isolating a Mannich-type adduct between HPA and an imine component which has been postulated but never obtained in similar reactions. ER -