An organocatalytic direct Mannich-cyclization cascade as [3+2] annulation: asymmetric synthesis of 2,3-substituted pyrrolidinesElectronic supplementary information (ESI) available: Experimental procedures and characterization data for new compounds. CCDC 864411 (6b). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c2cc33103a

A new method for asymmetric synthesis of 2,3-substituted pyrrolidines from N -PMP aldimines and succinaldehyde via formal [3+2] cycloaddition is reported. This reaction involves proline catalyzed direct Mannich reaction and acid catalyzed reductive cyclization with high yields (up to 78%) and excell...

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Main Authors: Kumar, Indresh, Mir, Nisar A, Gupta, Vivek K, Rajnikant
Format: Article
Language:English
Online Access:Get full text
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Summary:A new method for asymmetric synthesis of 2,3-substituted pyrrolidines from N -PMP aldimines and succinaldehyde via formal [3+2] cycloaddition is reported. This reaction involves proline catalyzed direct Mannich reaction and acid catalyzed reductive cyclization with high yields (up to 78%) and excellent enantioselectivities (up to >99%). An organocatalytic direct Mannich-reductive cyclization cascade sequence as [3+2] annulation for the asymmetric synthesis of 2,3-substituted pyrrolidines is reported with high yields and excellent enantioselectivities.
ISSN:1359-7345
1364-548X
DOI:10.1039/c2cc33103a