Enantioselective Transfer Reaction of Phenyl to Aldehydes Using LProline- Derived Amino Alcohols as Chiral Ligands

2014 ◽  
Vol 11 (5) ◽  
pp. 356-360 ◽  
Author(s):  
Yongmin Liu ◽  
Rongcheng Bo ◽  
Nan Wu ◽  
Yuehua Qiao ◽  
Yong Li ◽  
...  
Keyword(s):  
Transfer Reaction ◽  
Amino Alcohols ◽  
Chiral Ligands

ChemInform Abstract: Enantioselective Transfer Reaction of Phenyl to Aldehydes Using L-Proline-Derived Amino Alcohols as Chiral Ligands.

ChemInform ◽  
2014 ◽  
Vol 45 (43) ◽  
pp. no-no
Author(s):  
Yongmin Liu ◽  
Rongcheng Bo ◽  
Nan Wu ◽  
Yuehua Qiao ◽  
Yong Li ◽  
...  
Keyword(s):  
Transfer Reaction ◽  
Amino Alcohols ◽  
Chiral Ligands

scholarly journals Exploiting the Chiral Ligands of Bis(imidazolinyl)- and Bis(oxazolinyl)thiophenes—Synthesis and Application in Cu-Catalyzed Friedel–Crafts Asymmetric Alkylation

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7408
Author(s):  
Mohammad Shahidul Islam ◽  
Abdullah Saleh Alammari ◽  
Assem Barakat ◽  
Saeed Alshahrani ◽  
Matti Haukka ◽  
...  
Keyword(s):  
Dicarboxylic Acid ◽  
Optical Purity ◽  
Chemical Yield ◽  
Amino Alcohols ◽  
Asymmetric Induction ◽  
Chiral Ligands ◽  
Tridentate Ligand ◽  
Asymmetric Alkylation

Five new C2-symmetric chiral ligands of 2,5-bis(imidazolinyl)thiophene (L1–L3) and 2,5-bis(oxazolinyl)thiophene (L4 and L5) were synthesized from thiophene-2,5-dicarboxylic acid (1) with enantiopure amino alcohols (4a–c) in excellent optical purity and chemical yield. The utility of these new chiral ligands for Friedel–Crafts asymmetric alkylation was explored. Subsequently, the optimized tridentate ligand L5 and Cu(OTf)2 catalyst (15 mol%) in toluene for 48 h promoted Friedel–Crafts asymmetric alkylation in moderate to good yields (up to 76%) and with good enantioselectivity (up to 81% ee). The bis(oxazolinyl)thiophene ligands were more potent than bis(imidazolinyl)thiophene analogues for the asymmetric induction of the Friedel–Crafts asymmetric alkylation.

Trifluoromethylated Amino Alcohols as Chiral Ligands for Highly Enantioselective Reformatsky Reaction.

ChemInform ◽  
2003 ◽  
Vol 34 (47) ◽  
Author(s):  
Yasuyuki Fujiwara ◽  
Toshimasa Katagiri ◽  
Kenji Uneyama
Keyword(s):  
Amino Alcohols ◽  
Chiral Ligands ◽  
Reformatsky Reaction
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