Synthesis of a Polymer-Bound Galactosylamine and Its Application as an Immobilized Chiral Auxiliary in Stereoselective Syntheses of Piperidine and Amino Acid Derivatives

2004 ◽  
Vol 10 (17) ◽  
pp. 4136-4149 ◽  
Author(s):  
Gernot Zech ◽  
Horst Kunz
Keyword(s):  
Amino Acid ◽  
Chiral Auxiliary ◽  
Amino Acid Derivatives ◽  
Stereoselective Syntheses

scholarly journals Substrate-controlled Diastereoselective Michael Addition of Alkylidene Malonates by Grignard Reagents

2019 ◽  
Vol 25 (1) ◽  
pp. 116-121
Author(s):  
Wei Zhou ◽  
Qingwei Xiao ◽  
Yuanyuan Chang ◽  
Qifa Liu ◽  
Xiaohao Zang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Michael Addition ◽  
Chiral Auxiliary ◽  
Grignard Reagents ◽  
Amino Acid Derivatives ◽  
Catalyst Free ◽  
Chemical Efficiency

AbstractHerein is described a diastereoselective Michael addition of Grignard reagents to α, β- unsaturated diethyl malonates incorporated with a 2-oxazolidone chiral auxiliary. The catalyst-free Michael addition proceeds with good chemical efficiency and excellent stereoselectivity; and it provides new thoughts to the asymmetric synthesis of β-substituted β3 amino acid derivatives.

Preparation ofβ2-Amino Acid Derivatives (β2hThr,β2hTrp,β2hMet,β2hPro,β2hLys, Pyrrolidine-3-carboxylic Acid) by Using DIOZ as Chiral Auxiliary

2005 ◽  
Vol 88 (8) ◽  
pp. 2235-2250 ◽  
Author(s):  
Francois Gessier ◽  
Laurent Schaeffer ◽  
Thierry Kimmerlin ◽  
Oliver Flögel ◽  
Dieter Seebach
Keyword(s):  
Amino Acid ◽  
Carboxylic Acid ◽  
Chiral Auxiliary ◽  
Amino Acid Derivatives

scholarly journals 1-(2,4,6-Triisopropylphenyl)ethylamine: A New Chiral Auxiliary for the Asymmetric Synthesis of γ-Amino Acid Derivatives.

ChemInform ◽  
2007 ◽  
Vol 38 (21) ◽  
Author(s):  
Pascale Cividino ◽  
Sandrine Py ◽  
Philippe Delair ◽  
Andrew E. Greene
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Chiral Auxiliary ◽  
Amino Acid Derivatives

Diastereoselective Synthesis of β-Heteroaryl syn-α-Methyl-β-Amino Acid Derivatives via a Double Chiral Auxiliary Approach

2013 ◽  
Vol 15 (3) ◽  
pp. 562-565 ◽  
Author(s):  
Jianwei Bian ◽  
David Blakemore ◽  
Joseph S. Warmus ◽  
Jianmin Sun ◽  
Matthew Corbett ◽  
...  
Keyword(s):  
Amino Acid ◽  
Chiral Auxiliary ◽  
Amino Acid Derivatives ◽  
Diastereoselective Synthesis

1-(2,4,6-Triisopropylphenyl)ethylamine:  A New Chiral Auxiliary for the Asymmetric Synthesis of γ-Amino Acid Derivatives

2007 ◽  
Vol 72 (2) ◽  
pp. 485-493 ◽  
Author(s):  
Pascale Cividino ◽  
Sandrine Py ◽  
Philippe Delair ◽  
Andrew E. Greene
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Chiral Auxiliary ◽  
Amino Acid Derivatives

ChemInform Abstract: Diastereoselective Synthesis of β-Heteroaryl syn-α-Methyl-β-amino Acid Derivatives via a Double Chiral Auxiliary Approach.

ChemInform ◽  
2013 ◽  
Vol 44 (26) ◽  
pp. no-no
Author(s):  
Jianwei Bian ◽  
David Blakemore ◽  
Joseph S. Warmus ◽  
Jianmin Sun ◽  
Matthew Corbett ◽  
...  
Keyword(s):  
Amino Acid ◽  
Chiral Auxiliary ◽  
Amino Acid Derivatives ◽  
Diastereoselective Synthesis

Stereoselective syntheses of α-amino acid and peptide derivatives by the U-4CR of 5-desoxy-5-thio-D-xylopyranosylamine

2001 ◽  
Vol 79 (12) ◽  
pp. 1934-1939 ◽  
Author(s):  
Günther Ross ◽  
Ivar Ugi
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Amino Acid Derivatives ◽  
One Pot ◽  
Chiral Amine ◽  
Peptide Derivatives ◽  
Stereoselective Syntheses

Since 1961, the synthesis of α-amino acids derivatives by the four-component reaction of isocyanides (U-4CR) as a one-pot reaction has been developed. Only recently it was found that a variety of these α-amino acids compounds can be formed stereoselectively by the U-4CR using 1-amino-5-deoxy-5-thio-2,3,4-tri-O-isobutanoyl-β-D-xylopyranose as the amine component. The stereoselectivity inducing auxiliary 5-desoxy-5-thio-D-xylopyranosyl group of the so-formed products can be replaced selectively by hydrogen.Key words: stereoselective U-4CR, chiral amine component, amino carbohydrate, α-amino acid derivatives.

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