Copper Complex of Aminoisoborneol Schiff Base Cu 2 (SBAIB‐d) 2 : An Efficient Catalyst for Direct Catalytic Asymmetric Nitroaldol (Henry) Reaction

A new bifunctional copper complex of the aminoisoborneol Schiff base – Cu 2 (SBAIB‐d) 2 – has been developed for the effective direct catalytic asymmetric Henry reaction. One mol% of this catalyst produces the expected Henry products in high yields (up to 99%) with excellent enantioselectivities (up...

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Veröffentlicht in:Advanced synthesis & catalysis 2012-09, Vol.354 (13), p.2511-2520
Hauptverfasser: Boobalan, Ramalingam, Lee, Gene‐Hsian, Chen, Chinpiao
Format: Artikel
Sprache:eng
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Zusammenfassung:A new bifunctional copper complex of the aminoisoborneol Schiff base – Cu 2 (SBAIB‐d) 2 – has been developed for the effective direct catalytic asymmetric Henry reaction. One mol% of this catalyst produces the expected Henry products in high yields (up to 99%) with excellent enantioselectivities (up to 98% ee ). The utility of the present catalyst was also extended to the Henry reaction with nitroethane and 1‐nitropropane that furnished the corresponding products in moderate to high yields (up to 99%) with moderate to high enantioselectivities of syn (up to 98% ee ) and anti (up to 98% ee ) diastereomers. The highlights of this catalytic system are easy manipulation, air and moisture tolerance, the need for 1 mol% of an easily synthesizable catalyst and the high enantioselectivities achieved for a wide range of substrates.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201200337