A short synthesis of the cis-cyclobutane β-aminoacid skeleton using a [2+2] cycloaddition strategy

Autor: Elisabeth Pereira, Christine Gauzy, David J. Aitken

Publikováno v: Tetrahedron Letters. 43:6177-6179

A short synthesis of (±)- cis -2-amino-1-cyclobutanecarboxylic acid is described with an overall yield of 52%. The key step is the photochemical [2+2] cycloaddition reaction between ethylene and uracil.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::1527ef004f9ebf3cd7ba0b11567ae81d
https://doi.org/10.1016/s0040-4039(02)01276-5

[2 + 2] Photocycloadditions with Chiral Uracil Derivatives: Access to All Four Stereoisomers of 2-Aminocyclobutanecarboxylic Acid

Autor: Elisabeth Pereira, Olivier Roy, Carlos Fernandes, Sophie Faure, Yi Yang, Christine Gauzy, David J. Aitken

Publikováno v: ChemInform
ChemInform, 2007, 38 (47), ⟨10.1002/chin.200747068⟩
ChemInform, Wiley-VCH Verlag, 2007, 38 (47), ⟨10.1002/chin.200747068⟩

Starting from a single, chiral, bicyclic derivative of uracil, all four stereoisomers of 2-aminocyclobutanecarboxylic acid have been prepared in enantiomerically pure form, using a synthetic sequence which begins with a key photochemical (2+2) cycloa

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3a0863c9d3882b2547763ce0b3873cc3
https://hal.science/hal-03093930

Synthèse de B-aminoacides cyclobutaniques par photocycloaddition [2+2] de dérivés de l'uracile

Autor: Aitken, David J., Sophie Faure, Christine Gauzy, Elisabeth Pereira, Bertrand Saby

Publikováno v: Journées de Chimie Organique
Journées de Chimie Organique, Sep 2004, Palaiseau, France
HAL

Poster

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=dedup_wf_001::e9487c7f521b6a1d516068e3c5662273
https://hal.science/hal-00138702

Synthesis of (+)-(1S,2R) and (-)-(1R,2R)-2-aminocyclobutane-1-carboxylic acids

Autor: David J. Aitken, Christine Gauzy, Elisabeth Pereira, Sophie Faure

Publikováno v: Tetrahedron Letters
Tetrahedron Letters, Elsevier, 2004, 45, pp.7095-7097. ⟨10.1016/j.tetlet.2004.07.110⟩
Tetrahedron Letters, 2004, 45, pp.7095-7097. ⟨10.1016/j.tetlet.2004.07.110⟩

(+)-(1S,2R) and (−)-(1R,2S)-2-aminocyclobutane-1-carboxylic acids have been prepared in >97% ee and in 33% and 20% overall yields starting from a single, chiral, bicyclic compound perceived as a chiral uracil equivalent. Construction of the cyclobu

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6a3417c7e28a0b2f9747df0ec95bf1d8
https://hal.archives-ouvertes.fr/hal-00135859/file/TL2004-2.pdf

Poly(ethylene glycol) Supported Synthesis of Aminoacid Derivatives via Ring Closing Metathesis or Microwave-assisted Alkylation

Autor: René Lazaro, Christine Gauzy, Jean Martinez, Stéphane Varray, Frédéric Lamaty, Bérengère Sauvagnat

Publikováno v: Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry.

Ring closing metathesis has been performed for the first time on a soluble poly(ethylene glycol) supported substrate in the presence of Grubbs' catalyst and provided in good yields 6-, 7- and 8-membered ring aminoacid derivatives. The presence of the

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::1f503e9e760e607b321ddb04b4698be1
https://doi.org/10.3390/ecsoc-4-01890