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Pregled bibliografske jedinice broj: 254709

Asymmetric synthesis of β-lactams by chiral ester enolate - imine condensation


Ojima, Iwao; Habuš, Ivan
Asymmetric synthesis of β-lactams by chiral ester enolate - imine condensation // Tetrahedron letters, 31 (1990), 30; 4289-4292 doi:10.1016/S0040-4039(00)97603-2 (međunarodna recenzija, članak, znanstveni)


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Naslov
Asymmetric synthesis of β-lactams by chiral ester enolate - imine condensation

Autori
Ojima, Iwao ; Habuš, Ivan

Izvornik
Tetrahedron letters (0040-4039) 31 (1990), 30; 4289-4292

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

Ključne riječi
N, N-bis(silyl)glycinates ; chiral β-lactams ; ester-enolates

Sažetak
Asymmetric cyclocondensation of N, N-bis(silyl)glycinates bearing chiral ester moieties with aldimines is found to proceed with extremely high enantioselectivity to give the corresponding chiral β -lactams in good to high yields. It is found that the E/Z-geometry of the chiral ester-enolate is responsible for cis/trans stereochemistry of the β -lactam formed. Effects of various chiral auxiliaries in the ester-enolates on the enantioselectivity of the reactions are examined.

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 www.sciencedirect.com

Citiraj ovu publikaciju:

Ojima, Iwao; Habuš, Ivan
Asymmetric synthesis of β-lactams by chiral ester enolate - imine condensation // Tetrahedron letters, 31 (1990), 30; 4289-4292 doi:10.1016/S0040-4039(00)97603-2 (međunarodna recenzija, članak, znanstveni)
Ojima, I. & Habuš, I. (1990) Asymmetric synthesis of β-lactams by chiral ester enolate - imine condensation. Tetrahedron letters, 31 (30), 4289-4292 doi:10.1016/S0040-4039(00)97603-2.
@article{article, author = {Ojima, Iwao and Habu\v{s}, Ivan}, year = {1990}, pages = {4289-4292}, DOI = {10.1016/S0040-4039(00)97603-2}, keywords = {N, N-bis(silyl)glycinates, chiral β-lactams, ester-enolates}, journal = {Tetrahedron letters}, doi = {10.1016/S0040-4039(00)97603-2}, volume = {31}, number = {30}, issn = {0040-4039}, title = {Asymmetric synthesis of β-lactams by chiral ester enolate - imine condensation}, keyword = {N, N-bis(silyl)glycinates, chiral β-lactams, ester-enolates} }
@article{article, author = {Ojima, Iwao and Habu\v{s}, Ivan}, year = {1990}, pages = {4289-4292}, DOI = {10.1016/S0040-4039(00)97603-2}, keywords = {N, N-bis(silyl)glycinates, chiral β-lactams, ester-enolates}, journal = {Tetrahedron letters}, doi = {10.1016/S0040-4039(00)97603-2}, volume = {31}, number = {30}, issn = {0040-4039}, title = {Asymmetric synthesis of β-lactams by chiral ester enolate - imine condensation}, keyword = {N, N-bis(silyl)glycinates, chiral β-lactams, ester-enolates} }

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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