ChemInform Abstract: An Insight into the Synthesis of Novel Aryl-Substituted Alicyclic β-Amino Acid Derivatives Through Substrate-Directed Palladium-Catalyzed Regio- and Stereoselective Cross-Coupling.

Novel aryl-substituted alicyclic β-amino acid derivatives were synthesized through substrate-determined palladium-catalysed cross-coupling of aryl iodides with five- or six-membered cycloalkene β-amino esters.

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Synthesis of Allylic Amino Acid Derivatives by a Palladium-Catalyzed Cross-Coupling Reaction

Synfacts ◽

10.1055/s-0040-1707332 ◽

2020 ◽

Vol 16 (08) ◽

pp. 0999

Keyword(s):

Amino Acid ◽

Coupling Reaction ◽

Cross Coupling ◽

Amino Acid Derivatives ◽

Cross Coupling Reaction ◽

Palladium Catalyzed

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Palladium‐Catalyzed Highly Enantioselective Arylation of Cyclic N ‐Sulfonyl α‐Ketimino Esters towards the Synthesis of α‐Quaternary Chiral Amino Acid Derivatives

ChemCatChem ◽

10.1002/cctc.201901933 ◽

2019 ◽

Vol 12 (4) ◽

pp. 1129-1133 ◽

Cited By ~ 3

Author(s):

Chun‐Yan Wu ◽

Ming‐Hua Xu

Keyword(s):

Amino Acid ◽

Amino Acid Derivatives ◽

Palladium Catalyzed

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Palladium‐Catalyzed Allylic Alkylation of Aldimine Esters with Vinyl‐Cyclopropanes to Yield α,α‐Disubstituted α‐Amino Acid Derivatives

Advanced Synthesis & Catalysis ◽

10.1002/adsc.201901031 ◽

2019 ◽

Vol 361 (22) ◽

pp. 5105-5111 ◽

Cited By ~ 2

Author(s):

Jiahua Wang ◽

Zonghao Dai ◽

Cheng Xiong ◽

Jin Zhu ◽

Jinrong Lu ◽

...

Keyword(s):

Amino Acid ◽

Amino Acid Derivatives ◽

Allylic Alkylation ◽

Palladium Catalyzed

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Complexation of Fluorinated Amino Acid Derivatives by β- and γ-Cyclodextrin in Aqueous Solution. A 19F Nuclear Magnetic Resonance Study

Australian Journal of Chemistry ◽

10.1071/ch9950505 ◽

1995 ◽

Vol 48 (3) ◽

pp. 505 ◽

Cited By ~ 3

Author(s):

SE Brown ◽

CJ Easton ◽

SF Lincoln

Keyword(s):

Aqueous Solution ◽

Amino Acid ◽

Nuclear Magnetic Resonance Study ◽

Amino Acid Derivatives ◽

Magnetic Resonance Study ◽

Cyclodextrin Complexes ◽

Factors Affecting ◽

Chemical Shift Data ◽

Shift Data ◽

Insight Into

A 19F n.m.r. study shows that the β-cyclodextrin complexes of deprotonated α-(p- fluorophenyl ) glycine, N-acetyl-α-(p- fluorophenyl ) glycine , deprotonated N-acetyl-α-(p- fluorophenyl ) glycine , and N-(p- fluorobenzoyl ) valine are characterized by stability constants KR/dm3 mol-1 and Ks/dm3 mol-1 =13�2 and 21�3, 34�1 and 35�2, 12�1 and 12� 1, and 84�2 and 93�2, respectively, where the first and second of each pair of values refers to the complex formed by the R and S enantiomers of the fluorinated amino acid derivatives, respectively, in 10% aqueous D2O solution at 295.5 K and I = 0.10 mol dm-3. A comparison of these data and the associated 19F chemical shift data with those for the analogous α- and γ- cyclodextrin complexes provides an insight into the factors affecting the stabilities and structures of these complexes.

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