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 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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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. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.201200337 |