Journal
CHEMICAL COMMUNICATIONS
Volume 54, Issue 28, Pages 3516-3519Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc01436a
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Funding
- Department of Science and Technology, India
- SERB, DST [EMR/2014/001165]
- DST [DST/INSPIRE/04/2016001704]
- IISER, Bhopal
- DST-Inspire
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A chiral phosphoric acid-catalyzed asymmetric Mannich-type reaction of -diazo esters with in situ generated N-acyl ketimines, derived from 3-hydroxyisoindolinones has been demonstrated in this communication. A variety of isoindolinone-based -amino diazo esters bearing a quaternary stereogenic center were afforded in high yields (up to 99%) with excellent enantioselectivities (up to 99% ee). Furthermore, the synthetic utility of the products has been depicted by the hydrogenation of the diazo moiety of adducts.
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