Enantioselective Synthesis ofα-Hydroxy Acids Employing (1S)-(+)-N,N-Diisopropyl-10-camphorsulfonamide as Chiral Auxiliary

1999 ◽  
Vol 1 (13) ◽  
pp. 2061-2063 ◽  
Author(s):  
Jia-Wen Chang ◽  
Der-Pin Jang ◽  
Biing-Jiun Uang ◽  
Fen-Ling Liao ◽  
Sue-Lein Wang
Keyword(s):  
Enantioselective Synthesis ◽  
Chiral Auxiliary ◽  
Hydroxy Acids

[2.2]Paracyclophane-DerivedN-Acyloxazol-2(3H)-one as a Suitable Planar Chiral Auxiliary for the Enantioselective Synthesis of β-Hydroxy Acids

2000 ◽  
Vol 29 (1) ◽  
pp. 38-39 ◽  
Author(s):  
Francesco Fringuelli ◽  
Oriana Piermatti ◽  
Ferdinando Pizzo ◽  
Reazo Ruzziconi
Keyword(s):  
Enantioselective Synthesis ◽  
Chiral Auxiliary ◽  
Hydroxy Acids

Asymmetric Synthesis of α-Alkylated γ-Lactam via Nickel/8-Quinim-Catalyzed Reductive Alkyl-Carbamoylation of Unactivated Alkene

Synlett ◽  
2021 ◽  
Author(s):  
Xianqing Wu ◽  
Mohini Shrestha ◽  
Yifeng Chen
Keyword(s):  
Functional Group ◽  
Enantioselective Synthesis ◽  
Chiral Auxiliary ◽  
Alkyl Iodide ◽  
General Strategy ◽  
Chemical Bonds ◽  
Mild Conditions ◽  
Chiral Carbon ◽  
Enantioselective Reaction ◽  
Metal Catalyzed

AbstractChiral-auxiliary-mediated synthesis represents the most frequently used synthetic tool for the induction of chirality on α-position of γ-lactams in organic synthesis. However, the general strategy requires the stoichiometric use of chiral reagents with multiple manipulation steps. Transition-metal-catalyzed asymmetric alkene dicarbofunctionalization using readily available substrates under mild conditions allows the simultaneous construction of two vicinal chemical bonds and a chiral carbon center, hence, gain expedient access to chiral heterocycles. Herein, we disclose a Ni-catalyzed enantioselective reaction of 3-butenyl carbamoyl chloride and primary alkyl iodide enabled by a newly designed chiral 8-quinoline imidazoline ligand (8-Quinim). This protocol features broad functional group tolerance and high enantioselectivities, achieving unprecedented synthesis of chiral nonaromatic heterocycles via catalytic reductive protocol.1 Introduction2 Development of 8-Quinim Ligand3 Nickel/8-Quinim-Catalyzed Enantioselective Synthesis of Chiral α-Alkylated γ-Lactam4 Conclusion and Outlook

ChemInform Abstract: trans-2-Phenoxycyclohexan-1-ol as New Chiral Auxiliary: Synthesis of Chiral α-Hydroxy Acids.

ChemInform ◽  
2010 ◽  
Vol 23 (35) ◽  
pp. no-no
Author(s):  
D. BASAVAIAH ◽  
T. K. BHARATHI ◽  
P. R. KRISHNA
Keyword(s):  
Chiral Auxiliary ◽  
Hydroxy Acids

ChemInform Abstract: A Novel Bicyclic Orthoester as a Chiral Auxiliary: Application to the Synthesis of α-Hydroxy Acids.

ChemInform ◽  
2010 ◽  
Vol 26 (29) ◽  
pp. no-no
Author(s):  
D. DUBE ◽  
D. DESCHENES ◽  
J. TWEDDELL ◽  
H. GAGNON ◽  
R. CARLINI
Keyword(s):  
Chiral Auxiliary ◽  
Hydroxy Acids
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