ChemInform Abstract: Nucleophilic Ring Opening of Aryl 1-Nitro-1-cyclopropanecarboxylate with Sterically Protected, but Electronically Effective Carbonyl and Nitro Group. A New Principle of Amino Acid Synthesis.

ChemInform ◽  
1990 ◽  
Vol 21 (19) ◽  
Author(s):  
T. VETTIGER ◽  
D. SEEBACH
Keyword(s):  
Amino Acid ◽  
Nitro Group ◽  
Ring Opening ◽  
Acid Synthesis ◽  
Amino Acid Synthesis ◽  
Group A ◽  
Nucleophilic Ring Opening

Scope and limitations in the use of N-(PhF)serine-derived cyclic sulfamidates for amino acid synthesis

2001 ◽  
Vol 79 (1) ◽  
pp. 94-104 ◽  
Author(s):  
Lan Wei ◽  
William D Lubell
Keyword(s):  
Amino Acid ◽  
Sodium Azide ◽  
Ring Opening ◽  
Acid Synthesis ◽  
Potassium Thiocyanate ◽  
Dimethyl Malonate ◽  
Amino Acid Synthesis ◽  
Keto Ester ◽  
Keto Esters ◽  
Nucleophilic Displacement

Ring-opening of N-(PhF)serine-derived cyclic sulfamidate 17 was achieved with different nucleophiles (β-keto esters, β-keto ketones, dimethyl malonate, nitroethane, sodium azide, imidazole, and potassium thiocyanate) to prepare a variety of amino acid analogs. Two different pathways for ring opening of 17 were elucidated: direct nucleophilic displacement, as well as β-elimination followed by Michael addition. Furthermore, β-keto ester and β-keto ketone products 18k,18m, and 18i were converted to prolines and pyrazole amino acids.Key words: glutamate, amino acid, cyclic sulfamidate, proline.

Amino acid synthesis via ring opening of N-sulphonyl aziridine-2-carboxylate esters with organometallic reagents.

Tetrahedron ◽  
1993 ◽  
Vol 49 (28) ◽  
pp. 6309-6330 ◽  
Author(s):  
Jack E. Baldwin ◽  
Alan C. Spivey ◽  
Christopher J. Schofield ◽  
Joseph B. Sweeney
Keyword(s):  
Amino Acid ◽  
Ring Opening ◽  
Acid Synthesis ◽  
Amino Acid Synthesis ◽  
Organometallic Reagents

scholarly journals Petasis vs. Strecker Amino Acid Synthesis: Convergence, Divergence and Opportunities in Organic Synthesis

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1707
Author(s):  
Wayiza Masamba
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Organic Synthesis ◽  
Acid Synthesis ◽  
Physical Sciences ◽  
Amino Acid Synthesis

α-Amino acids find widespread applications in various areas of life and physical sciences. Their syntheses are carried out by a multitude of protocols, of which Petasis and Strecker reactions have emerged as the most straightforward and most widely used. Both reactions are three-component reactions using the same starting materials, except the nucleophilic species. The differences and similarities between these two important reactions are highlighted in this review.

scholarly journals Enzymatic cascade systems for D-amino acid synthesis: progress and perspectives

2021 ◽  
Author(s):  
Anwen Fan ◽  
Jiarui Li ◽  
Yangqing Yu ◽  
Danping Zhang ◽  
Yao Nie ◽  
...  
Keyword(s):  
Amino Acid ◽  
Acid Synthesis ◽  
Amino Acid Synthesis ◽  
Cascade Systems

Reconstitution of amino acid synthesis by combining spinach chloroplasts with other leaf organelles

1979 ◽  
Vol 18 (7) ◽  
pp. 1109-1111 ◽  
Author(s):  
Barbara Buchholz ◽  
Brigitte Reupke ◽  
Horst Bickel ◽  
Gernot Schultz
Keyword(s):  
Amino Acid ◽  
Acid Synthesis ◽  
Amino Acid Synthesis ◽  
Spinach Chloroplasts

Enzymes for amino acid synthesis by design

2021 ◽  
Vol 4 (5) ◽  
pp. 348-349
Author(s):  
Christopher K. Prier
Keyword(s):  
Amino Acid ◽  
Acid Synthesis ◽  
Amino Acid Synthesis
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