First synthesis of fused-Δ1-pyrrolines via intramolecular 1,3-dipolar cycloaddition of ketoimine: A complete diastereoselective approach

Palash Pandit; Nirbhik Chatterjee; Dilip K. Maiti

doi:10.1039/C0CC03873C

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First synthesis of fused-Δ¹-pyrrolines via intramolecular 1,3-dipolar cycloaddition of ketoimine: A complete diastereoselective approach†

Palash Pandit,^a Nirbhik Chatterjee^a and Dilip K. Maiti*^a

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^a Department of Chemistry, University of Calcutta, University College of Science, 92, A. P. C. Road, Kolkata-700009, India
E-mail: maitidk@yahoo.com
Fax: +91-33-2351-9755
Tel: +91-33-2350-9937

Abstract

Intramolecular formal 1,3-dipolar cycloaddition of ketoimine is developed with PhIO for the first synthesis of fused-Δ¹-pyrrolines. The scope of the reaction, complete diastereoselectivity and its rationalization by a computational study are reported.

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Article information

DOI: https://doi.org/10.1039/C0CC03873C
Article type: Communication
Submitted: 15 Sep 2010
Accepted: 14 Oct 2010
First published: 22 Nov 2010

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Chem. Commun., 2011,47, 1285-1287

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First synthesis of fused-Δ¹-pyrrolines via intramolecular 1,3-dipolar cycloaddition of ketoimine: A complete diastereoselective approach

P. Pandit, N. Chatterjee and D. K. Maiti, Chem. Commun., 2011, 47, 1285 DOI: 10.1039/C0CC03873C

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