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Pregled bibliografske jedinice broj: 254702

Efficient and practical asymmetric synthesis of the taxol C-13 side chain, N-benzoyl-(2R, 3S)-3-phenylisoserine, and its analogs via chiral 3-hydroxy-4-aryl-beta-lactams through chiral ester enolate-imine cyclocondensation


Ojima, Iwao; Habuš, Ivan; Zhao, Mangzhu; Georg, Gunda I.; Jayasinghe, Lalith R
Efficient and practical asymmetric synthesis of the taxol C-13 side chain, N-benzoyl-(2R, 3S)-3-phenylisoserine, and its analogs via chiral 3-hydroxy-4-aryl-beta-lactams through chiral ester enolate-imine cyclocondensation // Journal of organic chemistry, 56 (1991), 5; 1681-1683 doi:10.1021/jo00005a003 (međunarodna recenzija, članak, znanstveni)


CROSBI ID: 254702 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
Efficient and practical asymmetric synthesis of the taxol C-13 side chain, N-benzoyl-(2R, 3S)-3-phenylisoserine, and its analogs via chiral 3-hydroxy-4-aryl-beta-lactams through chiral ester enolate-imine cyclocondensation

Autori
Ojima, Iwao ; Habuš, Ivan ; Zhao, Mangzhu ; Georg, Gunda I. ; Jayasinghe, Lalith R

Izvornik
Journal of organic chemistry (1520-6904) 56 (1991), 5; 1681-1683

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
taxol ; chiral ester ; enolate-imine

Sažetak
A highly efficient chiral ester enolate-imine condensation giving 3-hydroxy-4-aryl-beta-lactams with >96% ee is successfully applied to the asymmetric synthesis of the enentiomerically pure taxol C-13 side chain, N-benzoyl-(2R, 3S)-3-phenylisoserine, and its analogues.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Ustanove:
Institut "Ruđer Bošković", Zagreb

Profili:

Avatar Url Ivan Habuš (autor)

Poveznice na cjeloviti tekst rada:

doi pubs.acs.org

Citiraj ovu publikaciju:

Ojima, Iwao; Habuš, Ivan; Zhao, Mangzhu; Georg, Gunda I.; Jayasinghe, Lalith R
Efficient and practical asymmetric synthesis of the taxol C-13 side chain, N-benzoyl-(2R, 3S)-3-phenylisoserine, and its analogs via chiral 3-hydroxy-4-aryl-beta-lactams through chiral ester enolate-imine cyclocondensation // Journal of organic chemistry, 56 (1991), 5; 1681-1683 doi:10.1021/jo00005a003 (međunarodna recenzija, članak, znanstveni)
Ojima, I., Habuš, I., Zhao, M., Georg, G. & Jayasinghe, L. (1991) Efficient and practical asymmetric synthesis of the taxol C-13 side chain, N-benzoyl-(2R, 3S)-3-phenylisoserine, and its analogs via chiral 3-hydroxy-4-aryl-beta-lactams through chiral ester enolate-imine cyclocondensation. Journal of organic chemistry, 56 (5), 1681-1683 doi:10.1021/jo00005a003.
@article{article, author = {Ojima, Iwao and Habu\v{s}, Ivan and Zhao, Mangzhu and Georg, Gunda I. and Jayasinghe, Lalith R}, year = {1991}, pages = {1681-1683}, DOI = {10.1021/jo00005a003}, keywords = {taxol, chiral ester, enolate-imine}, journal = {Journal of organic chemistry}, doi = {10.1021/jo00005a003}, volume = {56}, number = {5}, issn = {1520-6904}, title = {Efficient and practical asymmetric synthesis of the taxol C-13 side chain, N-benzoyl-(2R, 3S)-3-phenylisoserine, and its analogs via chiral 3-hydroxy-4-aryl-beta-lactams through chiral ester enolate-imine cyclocondensation}, keyword = {taxol, chiral ester, enolate-imine} }
@article{article, author = {Ojima, Iwao and Habu\v{s}, Ivan and Zhao, Mangzhu and Georg, Gunda I. and Jayasinghe, Lalith R}, year = {1991}, pages = {1681-1683}, DOI = {10.1021/jo00005a003}, keywords = {taxol, chiral ester, enolate-imine}, journal = {Journal of organic chemistry}, doi = {10.1021/jo00005a003}, volume = {56}, number = {5}, issn = {1520-6904}, title = {Efficient and practical asymmetric synthesis of the taxol C-13 side chain, N-benzoyl-(2R, 3S)-3-phenylisoserine, and its analogs via chiral 3-hydroxy-4-aryl-beta-lactams through chiral ester enolate-imine cyclocondensation}, keyword = {taxol, chiral ester, enolate-imine} }

Časopis indeksira:


  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


Citati:





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