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Enantioselective construction of spiro-tetrahydroquinoline scaffolds through asymmetric catalytic cascade reactions.

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An efficient and concise strategy has been successfully developed for merging spiro-tetrahydroquinoline with spiro-benzofuranone into a single new skeleton through asymmetric catalytic cascade reactions catalyzed by quinine-derived chiral bifunctional squaramide… Click to show full abstract

An efficient and concise strategy has been successfully developed for merging spiro-tetrahydroquinoline with spiro-benzofuranone into a single new skeleton through asymmetric catalytic cascade reactions catalyzed by quinine-derived chiral bifunctional squaramide organocatalysts. In this approach, differently substituted spiro-tetrahydroquinoline derivatives were smoothly obtained with high yields, and excellent diastereoselectivities and enantioselectivities (up to 99% yield, up to >20 : 1 dr, up to >99% ee, 40 examples) under mild reaction conditions.

Keywords: spiro tetrahydroquinoline; asymmetric catalytic; cascade reactions; catalytic cascade; spiro

Journal Title: Chemical communications
Year Published: 2022

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