Issue 11, 2015

Highly diastereoselective synthesis of polycyclic amines via redox neutral C–H functionalization

Abstract

Synthesis of polycyclic amines was achieved by benzoic acid catalysed reaction of 1-aryl THIQs and 1-aryl trypolines with o-allyl salicylaldehydes through the in situ generated azomethine ylide intermediates that undergo intramolecular [3+2]-cycloadditions with four new stereogenic centers in excellent diastereoselectivities under simple and mild conditions.

Graphical abstract: Highly diastereoselective synthesis of polycyclic amines via redox neutral C–H functionalization

Supplementary files

Article information

Article type
Paper
Submitted
01 Jul 2015
Accepted
12 Aug 2015
First published
17 Aug 2015

New J. Chem., 2015,39, 8397-8404

Author version available

Highly diastereoselective synthesis of polycyclic amines via redox neutral C–H functionalization

C. S. Pavan Kumar, K. B. Harsha, N. C. Sandhya, A. B. Ramesha, K. Mantelingu and K. S. Rangappa, New J. Chem., 2015, 39, 8397 DOI: 10.1039/C5NJ01706H

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