ChemInform Abstract: Asymmetric Cyclopropanation Using Amino Acid as Chiral Auxiliary.

ChemInform ◽  
2009 ◽  
Vol 40 (24) ◽  
Author(s):  
Debarati Mitra ◽  
Arjun Sengupta ◽  
Kumar Biradha ◽  
Amit Basak
Keyword(s):  
Amino Acid ◽  
Chiral Auxiliary ◽  
Asymmetric Cyclopropanation

Asymmetric cyclopropanation using amino acid as chiral auxiliary

2008 ◽  
Vol 19 (23) ◽  
pp. 2678-2681 ◽  
Author(s):  
Debarati Mitra ◽  
Arjun Sengupta ◽  
Kumar Biradha ◽  
Amit Basak
Keyword(s):  
Amino Acid ◽  
Chiral Auxiliary ◽  
Asymmetric Cyclopropanation

scholarly journals Enantiomerically Pure [2.2]Paracyclophane-4-thiol: A Planar Chiral Sulfur-Based Building Block Readily Available by Resolution with an Amino Acid Chiral Auxiliary

2016 ◽  
Vol 81 (9) ◽  
pp. 3961-3966 ◽  
Author(s):  
Adrien Vincent ◽  
Damien Deschamps ◽  
Thomas Martzel ◽  
Jean-François Lohier ◽  
Christopher J. Richards ◽  
...  
Keyword(s):  
Amino Acid ◽  
Building Block ◽  
Chiral Auxiliary ◽  
Enantiomerically Pure

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

An Efficient Method for Constructing Cyclic β-Amino Acids Bearing Quaternary Stereocenters

Synlett ◽  
2019 ◽  
Vol 30 (05) ◽  
pp. 593-599 ◽  
Author(s):  
Shende Jiang ◽  
Guang Yang ◽  
Shuanglin Qin ◽  
Tongtong Liu ◽  
Yunhao Luo ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Efficient Method ◽  
Ester Group ◽  
Chiral Auxiliary ◽  
Allyl Ester ◽  
Stereogenic Centers ◽  
Quaternary Stereocenters ◽  
High Yields ◽  
Quaternary Stereogenic Centers

This paper describes an efficient method for constructing cyclic β-amino acids bearing quaternary stereocenters. NaHMDS-promoted asymmetric α-alkylation was employed to obtain the key intermediates with quaternary stereogenic centers, which were subsequently reduced by NaBH4 in 10% methanol in THF, with high yields and high diastereoselectivities. By removing the allyl ester group and the chiral auxiliary, the corresponding cyclic β-amino acid hydrochlorides were finally obtained.

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