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Thiazabicycloheptenones. Synthesis of Bicyclic Thiazoline Azetidinone Derivatives

S. Kukolja ; The Lilly Research Laboratories, Eli Lilly and Company, Indianapolis, Indiana, U.S.A.
S. R. Lammert ; The Lilly Research Laboratories, Eli Lilly and Company, Indianapolis, Indiana, U.S.A.

Puni tekst: engleski, pdf (2 MB) str. 299-301 preuzimanja: 72* citiraj
APA 6th Edition
Kukolja, S. i Lammert, S.R. (1972). Thiazabicycloheptenones. Synthesis of Bicyclic Thiazoline Azetidinone Derivatives. Croatica Chemica Acta, 44 (2), 299-301. Preuzeto s https://hrcak.srce.hr/197278
MLA 8th Edition
Kukolja, S. i S. R. Lammert. "Thiazabicycloheptenones. Synthesis of Bicyclic Thiazoline Azetidinone Derivatives." Croatica Chemica Acta, vol. 44, br. 2, 1972, str. 299-301. https://hrcak.srce.hr/197278. Citirano 09.03.2021.
Chicago 17th Edition
Kukolja, S. i S. R. Lammert. "Thiazabicycloheptenones. Synthesis of Bicyclic Thiazoline Azetidinone Derivatives." Croatica Chemica Acta 44, br. 2 (1972): 299-301. https://hrcak.srce.hr/197278
Harvard
Kukolja, S., i Lammert, S.R. (1972). 'Thiazabicycloheptenones. Synthesis of Bicyclic Thiazoline Azetidinone Derivatives', Croatica Chemica Acta, 44(2), str. 299-301. Preuzeto s: https://hrcak.srce.hr/197278 (Datum pristupa: 09.03.2021.)
Vancouver
Kukolja S, Lammert SR. Thiazabicycloheptenones. Synthesis of Bicyclic Thiazoline Azetidinone Derivatives. Croatica Chemica Acta [Internet]. 1972 [pristupljeno 09.03.2021.];44(2):299-301. Dostupno na: https://hrcak.srce.hr/197278
IEEE
S. Kukolja i S.R. Lammert, "Thiazabicycloheptenones. Synthesis of Bicyclic Thiazoline Azetidinone Derivatives", Croatica Chemica Acta, vol.44, br. 2, str. 299-301, 1972. [Online]. Dostupno na: https://hrcak.srce.hr/197278. [Citirano: 09.03.2021.]

Sažetak
Chlorinolysis of the S1-C5 bond in penicillin G and the subsequent
cyclization of the obtained product to the thiazabicycloheptenone
is described. The intermediate azetidinone imidoyl
chloride III is prepared by treatment of the olefinic azetidinone II
with phosphorous pentachloride. Cyclization of III is effected
with thioacetate anion or hydrogen sulfide in the presence .of
triethylamine. The structure and chirality of thiazabicycloheptenone IV
were established by spectral data as well as by comparison with
the sample prepared by an independent manner3 from penicillin
G sulfoxide.

Hrčak ID: 197278

URI
https://hrcak.srce.hr/197278

Posjeta: 128 *