Novel asymmetric synthesis of spiroindene-1,3dione-pyrrolidines via CoII/amino acids complex catalysed asymmetric 1,3-dipolar cycloaddition of azomethine ylides and 2-arylidenindane-1,3-diones |
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| Authors: | Bilel Bdiri Zhi-Ming Zhou |
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| Institution: | 1. R&D Centre of Pharmaceuticals, School of Chemical Engineering and the Environment, Beijing Institute of Technology, 5th Zhongguancun South Street, Haidian District, Beijing 100081, China;2. State Key Laboratory of Explosion Science and Technology, Beijing Institute of Technology, 5th Zhongguancun South Street, Haidian District, Beijing 100081, China |
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| Abstract: | Cobalt II(l-phenylalanine)2 was used effectively for the first time in a catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides with 2-arylidenindane-1,3-diones, affording a series of novel spiropyrrolidine derivatives with good to high yields (up to 90%), excellent diastereoselectivities (only exo’-3 were detected), and good enantioselectivities (up to 87%?ee). |
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| Keywords: | Spiro compounds Organocatalysis Azomethine ylide 1 3-Dipolar cycloaddition Enantioselectivity |
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