Enantioselective construction of spiro-tetrahydroquinoline scaffolds through asymmetric catalytic cascade reactions. Issue 21 (22nd February 2022)

• Record Type: Journal Article
• Authors: Zhang, Jia-Lu; Ma, Rui; Zhao, Huan-Huan; Xu, Peng-Fei
• Is Part Of: Chemical communications. Volume 58:Issue 21(2022)
• Page Start: 3493
• Page End: 3496
• Publication Date: 2022-02-22
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc00502f
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : We have successfully merged a spiro-tetrahydroquinoline with spiro-benzofuranone into a single new scaffold through asymmetric catalytic cascade reaction with good yields, and high enantioselectivities and diastereoselectivities. 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.