scholarly journals Asymmetric Synthesis of β-Amino Acids via the Michael Addition of Chiral Metal Amides

1997 ◽  
Vol 55 (1) ◽  
pp. 26-34 ◽  
Author(s):  
Stephen G. DAVIES ◽  
Osamu ICHIHARA
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Michael Addition ◽  
Metal Amides ◽  
The Michael Addition

scholarly journals Diastereoselective Cyclopropanation by Using Camphorpyrazolidinone Derived α,β-Unsaturated Amides and Ylide

2020 ◽  
Author(s):  
sudershan gondi
Keyword(s):  
Carboxylic Acid ◽  
Asymmetric Synthesis ◽  
Michael Addition ◽  
Chemical Yield ◽  
High Chemical ◽  
Unsaturated Carboxylic Acid ◽  
Optically Pure ◽  
The Michael Addition

<p><b>Abstract:</b> High to moderate diastereoselectivity and high chemical yield are observed in the Michael addition of ylide and chiral camphorpyrazolidinone ylide to an optically pure a,b-unsaturated carboxylic acid derivatives derived from a chiral camphorpyrazolidinone and a,b-unsaturated carbonyl respectively. A novel route to the asymmetric synthesis of cyclopropanation derivatives is described.</p>

Economical Synthesis of α-Amino Acids from a Novel Family of Easily Available Schiff Bases of Glycine Esters and 2-Hydroxy­benzophenone

Synthesis ◽  
2017 ◽  
Vol 50 (03) ◽  
pp. 607-616 ◽  
Author(s):  
Yuri Belokon ◽  
Zalina Gugkaeva ◽  
Vladimir Larionov ◽  
Margarita Moskalenko ◽  
Victor Khrustalev ◽  
...  
Keyword(s):  
Amino Acids ◽  
Schiff Bases ◽  
Methyl Acrylate ◽  
Michael Addition ◽  
Alkylation Reaction ◽  
Different Types ◽  
The Michael Addition

We report a novel, efficient, and easily prepared substrate/precursor family of Schiff bases of various glycine esters with 2-hydroxybenzophenone, and their use for the synthesis of amino acids in quantitative yields. The Michael addition of the substrates to methyl acrylate gave two different types of product (cyclic or chain), depending on the nature of the base. Also, we demonstrated that one of the new substrates could be involved in an asymmetric version of the alkylation reaction (70% ee).

scholarly journals Primary-tertiary diamine-catalyzed Michael addition of ketones to isatylidenemalononitrile derivatives

2014 ◽  
Vol 10 ◽  
pp. 929-935 ◽  
Author(s):  
Akshay Kumar ◽  
Swapandeep Singh Chimni
Keyword(s):  
Amino Acids ◽  
Sodium Borohydride ◽  
Michael Addition ◽  
High Yield ◽  
Michael Adduct ◽  
Michael Adducts ◽  
Primary Amino ◽  
The Michael Addition

Simple primary-tertiary diamines easily derived from natural primary amino acids were used to catalyze the Michael addition of ketones with isatylidenemalononitrile derivatives. Diamine 1a in combination with D-CSA as an additive provided Michael adducts in high yield (up to 94%) and excellent enantioselectivity (up to 99%). The catalyst 1a was successfully used to catalyze the three-component version of the reaction by a domino Knoevenagel–Michael sequence. The Michael adduct 4a was transformed into spirooxindole 6 by a reduction with sodium borohydride in a highly enantioselective manner.

scholarly journals Diastereoselective Cyclopropanation by Using Camphorpyrazolidinone Derived α,β-Unsaturated Amides and Ylide

2020 ◽  
Author(s):  
sudershan gondi
Keyword(s):  
Carboxylic Acid ◽  
Asymmetric Synthesis ◽  
Michael Addition ◽  
Chemical Yield ◽  
High Chemical ◽  
Unsaturated Carboxylic Acid ◽  
Optically Pure ◽  
The Michael Addition

<p><b>Abstract:</b> High to moderate diastereoselectivity and high chemical yield are observed in the Michael addition of ylide and chiral camphorpyrazolidinone ylide to an optically pure a,b-unsaturated carboxylic acid derivatives derived from a chiral camphorpyrazolidinone and a,b-unsaturated carbonyl respectively. A novel route to the asymmetric synthesis of cyclopropanation derivatives is described.</p>

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