Citation: Lei Lei LI, Ji ZHANG, Ru Gang XIE. Synthesis of Bis-N-squaramidoacids and their Applications to Asymmetric Reduction of Prochiral Ketone and Diketones[J]. Chinese Chemical Letters, ;2003, 14(7): 681-684. shu

Synthesis of Bis-N-squaramidoacids and their Applications to Asymmetric Reduction of Prochiral Ketone and Diketones

Department of Chemistry, Sichuan University, Chengdu 610064

Received Date: 22 July 2002

A series of novel bis-squaramidoacid ligands were prepared. Prochiral ketone and diketones were direct reduced by borane in the presence of these ligands giving secondary alcohol products with enantiomeric excesses up to 64.2% for ω-bromoacetophenone and 90.0% for 1, 6-diphenyl-1, 6-hexanedione.
- Bis-squaramidoacid,
- asymmetric reduction,
- ketone
1. [1]
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2. [2]
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3. [3]
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4. [4]
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6. [6]
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7. [7]
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9. [9]
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13. [13]
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14. [14]
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17. [17]
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18. [18]
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19. [19]
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