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Pregled bibliografske jedinice broj: 1007394

Chiral phosphoric acid-catalyzed enantioselective construction of structurally diverse benzothiazolopyrimidines


Jarrige, Lucie; Glavač, Danijel; Levitre, Guillaume; Retailleau, Pascal; Bernadat, Guillaume; Neuville, Luc; Masson, Géraldine
Chiral phosphoric acid-catalyzed enantioselective construction of structurally diverse benzothiazolopyrimidines // Chemical Science, 10 (2019), 13; 3765-3769 doi:10.1039/c8sc05581e (međunarodna recenzija, članak, znanstveni)


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Naslov
Chiral phosphoric acid-catalyzed enantioselective construction of structurally diverse benzothiazolopyrimidines

Autori
Jarrige, Lucie ; Glavač, Danijel ; Levitre, Guillaume ; Retailleau, Pascal ; Bernadat, Guillaume ; Neuville, Luc ; Masson, Géraldine

Izvornik
Chemical Science (2041-6520) 10 (2019), 13; 3765-3769

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

Ključne riječi
Asymmetric organocatalysis ; chiral Brønsted acid ; benzothiazolopyrimidines ; Lewis base isothiourea derivatives ; homobenzotetramisole (HBTM)

Sažetak
A highly efficient catalytic enantioselective [4+2] cycloaddition was developed between 2-benzothiazolimines and enecarbamates. A wide range of benzothiazolopyrimidines bearing three contiguous stereogenic centers was obtained in high to excellent yields and with excellent diastereo- and enantioselectivities (d.r. > 98 : 2 and up to >99% ee). Furthermore, this chiral phosphoric acid-catalyzed strategy was scalable and enabled access to a new class of optically pure Lewis base isothiourea derivatives.

Izvorni jezik
Engleski



POVEZANOST RADA


Profili:

Avatar Url Danijel Glavač (autor)

Citiraj ovu publikaciju

Jarrige, Lucie; Glavač, Danijel; Levitre, Guillaume; Retailleau, Pascal; Bernadat, Guillaume; Neuville, Luc; Masson, Géraldine
Chiral phosphoric acid-catalyzed enantioselective construction of structurally diverse benzothiazolopyrimidines // Chemical Science, 10 (2019), 13; 3765-3769 doi:10.1039/c8sc05581e (međunarodna recenzija, članak, znanstveni)
Jarrige, L., Glavač, D., Levitre, G., Retailleau, P., Bernadat, G., Neuville, L. & Masson, G. (2019) Chiral phosphoric acid-catalyzed enantioselective construction of structurally diverse benzothiazolopyrimidines. Chemical Science, 10 (13), 3765-3769 doi:10.1039/c8sc05581e.
@article{article, year = {2019}, pages = {3765-3769}, DOI = {10.1039/c8sc05581e}, keywords = {Asymmetric organocatalysis, chiral Br\onsted acid, benzothiazolopyrimidines, Lewis base isothiourea derivatives, homobenzotetramisole (HBTM)}, journal = {Chemical Science}, doi = {10.1039/c8sc05581e}, volume = {10}, number = {13}, issn = {2041-6520}, title = {Chiral phosphoric acid-catalyzed enantioselective construction of structurally diverse benzothiazolopyrimidines}, keyword = {Asymmetric organocatalysis, chiral Br\onsted acid, benzothiazolopyrimidines, Lewis base isothiourea derivatives, homobenzotetramisole (HBTM)} }
@article{article, year = {2019}, pages = {3765-3769}, DOI = {10.1039/c8sc05581e}, keywords = {Asymmetric organocatalysis, chiral Br\onsted acid, benzothiazolopyrimidines, Lewis base isothiourea derivatives, homobenzotetramisole (HBTM)}, journal = {Chemical Science}, doi = {10.1039/c8sc05581e}, volume = {10}, number = {13}, issn = {2041-6520}, title = {Chiral phosphoric acid-catalyzed enantioselective construction of structurally diverse benzothiazolopyrimidines}, keyword = {Asymmetric organocatalysis, chiral Br\onsted acid, benzothiazolopyrimidines, Lewis base isothiourea derivatives, homobenzotetramisole (HBTM)} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
  • Scopus


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