ChemInform Abstract: Asymmetric Synthesis of Chiral Cyclic Amino Acids by Diels-Alder Reactions of (2S)- and (2R)-4-Methyleneoxazolidin-5-ones.

ChemInform ◽  
2010 ◽  
Vol 24 (20) ◽  
pp. no-no
Author(s):  
S. G. PYNE ◽  
B. DIKIC ◽  
P. A. GORDON ◽  
B. W. SKELTON ◽  
A. H. WHITE
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Diels Alder ◽  
Cyclic Amino Acids

Asymmetric\ Synthesis of Chiral Cyclic Amino Acids by Diels-Alder Reactions of (2S)- and (2R)-4-Methyleneoxazolidin-5-ones

1993 ◽  
Vol 46 (1) ◽  
pp. 73 ◽  
Author(s):  
SG Pyne ◽  
B Dikic ◽  
PA Gordon ◽  
BW Skelton ◽  
AH White
Keyword(s):  
Amino Acids ◽  
Carboxylic Acid ◽  
Single Crystal ◽  
Asymmetric Synthesis ◽  
Enantiomeric Purity ◽  
Diels Alder ◽  
X Ray ◽  
Cyclic Dienes ◽  
Ray Methods ◽  
Cyclic Amino Acids

The synthesis of chiral (2S)- and (2R)-4-methyleneoxazolidin-5-ones, in high enantiomeric purity from (S)-S- methylcysteine, and their highly exo-selective Diels -Alder reactions with cyclic dienes are described. (1R,2S,4S)-2-Aminobicyclo[2.2.1]heptane-2-carboxylic acid has been prepared in 92% e.e. by these methods. A number of the products have been characterized by single-crystal X-ray methods, and their structure systematics examined.

Asymmetric Synthesis of Tetrasubstituted Cyclic Amines via Aza-Henry Reaction using Cinchona Alkaloid Sulfonamide/Zinc(II) Catalysts

2022 ◽  
Author(s):  
Naoki Yasukawa ◽  
Ami Yamanoue ◽  
Tsunayoshi Takehara ◽  
Takeyuki Suzuki ◽  
Shuichi Nakamura
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Cinchona Alkaloid ◽  
Henry Reaction ◽  
Cyclic Amines ◽  
Cyclic Amino Acids

The first enantioselective aza-Henry reaction of non-activated cyclic iminoesters, derived from cyclic amino acids, has been developed. Good yields and enantioselectivities were observed for the reaction using our original cinchona...

Asymmetric synthesis of bicyclic α-amino acids by a Diels–Alder reaction to a new chiral α,β-didehydroalanine derivative

1999 ◽  
Vol 10 (5) ◽  
pp. 821-825 ◽  
Author(s):  
Rafael Chinchilla ◽  
Larry R Falvello ◽  
Nuria Galindo ◽  
Carmen Nájera
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction

Use of hydrolases for the synthesis of cyclic amino acids

Tetrahedron ◽  
2004 ◽  
Vol 60 (3) ◽  
pp. 717-728 ◽  
Author(s):  
Richard C Lloyd ◽  
Michael C Lloyd ◽  
Mark E.B Smith ◽  
Karen E Holt ◽  
Jonathan P Swift ◽  
...  
Keyword(s):  
Amino Acids ◽  
Cyclic Amino Acids
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