An azo-bridged ring system enabled by-standing immobilization of a chiral diene ligand
A family of 9-azabicyclo[3.3.1]nonadienes were designed, prepared and successfully applied in the rhodium-catalyzed addition of arylboronic acids to N-tosylarylimines, affording chiral diarylmethyl amides with excellent enantioselectivities (up to 97% ee). The nitrogen atom in the bridged ring enabl...
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Published in | ORGANIC CHEMISTRY FRONTIERS Vol. 8; no. 19; pp. 5397 - 5402 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
CAMBRIDGE
Royal Soc Chemistry
07.10.2021
Royal Society of Chemistry |
Subjects | |
Online Access | Get full text |
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Summary: | A family of 9-azabicyclo[3.3.1]nonadienes were designed, prepared and successfully applied in the rhodium-catalyzed addition of arylboronic acids to N-tosylarylimines, affording chiral diarylmethyl amides with excellent enantioselectivities (up to 97% ee). The nitrogen atom in the bridged ring enabled a facile immobilization of diene ligands to silica. The obtained heterogeneous catalyst was evaluated in the above addition reaction and reused five times without significant loss in yield and enantioselectivity. |
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ISSN: | 2052-4129 2052-4110 2052-4110 |
DOI: | 10.1039/d1qo00852h |