hrcak mascot   Srce   HID

Izvorni znanstveni članak
https://doi.org/10.5562/cca2614

Synthesis and Alcoholysis of α-Alkylated Cyclopentane and Cyclohexane Fused Succinic Racemic Anhydrides in the Presence of Chiral Bases

Lidija Lerman ; PLIVA Research and Development Ltd., Prilaz baruna Filipovića 29, HR-10000 Zagreb, Croatia
Zdenko Hameršak ; Department of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, P. O. Box 180, HR-10002 Zagreb, Croatia

Puni tekst: engleski, pdf (591 KB) str. 235-240 preuzimanja: 664* citiraj
APA 6th Edition
Lerman, L. i Hameršak, Z. (2015). Synthesis and Alcoholysis of α-Alkylated Cyclopentane and Cyclohexane Fused Succinic Racemic Anhydrides in the Presence of Chiral Bases. Croatica Chemica Acta, 88 (3), 235-240. https://doi.org/10.5562/cca2614
MLA 8th Edition
Lerman, Lidija i Zdenko Hameršak. "Synthesis and Alcoholysis of α-Alkylated Cyclopentane and Cyclohexane Fused Succinic Racemic Anhydrides in the Presence of Chiral Bases." Croatica Chemica Acta, vol. 88, br. 3, 2015, str. 235-240. https://doi.org/10.5562/cca2614. Citirano 31.03.2020.
Chicago 17th Edition
Lerman, Lidija i Zdenko Hameršak. "Synthesis and Alcoholysis of α-Alkylated Cyclopentane and Cyclohexane Fused Succinic Racemic Anhydrides in the Presence of Chiral Bases." Croatica Chemica Acta 88, br. 3 (2015): 235-240. https://doi.org/10.5562/cca2614
Harvard
Lerman, L., i Hameršak, Z. (2015). 'Synthesis and Alcoholysis of α-Alkylated Cyclopentane and Cyclohexane Fused Succinic Racemic Anhydrides in the Presence of Chiral Bases', Croatica Chemica Acta, 88(3), str. 235-240. https://doi.org/10.5562/cca2614
Vancouver
Lerman L, Hameršak Z. Synthesis and Alcoholysis of α-Alkylated Cyclopentane and Cyclohexane Fused Succinic Racemic Anhydrides in the Presence of Chiral Bases. Croatica Chemica Acta [Internet]. 2015 [pristupljeno 31.03.2020.];88(3):235-240. https://doi.org/10.5562/cca2614
IEEE
L. Lerman i Z. Hameršak, "Synthesis and Alcoholysis of α-Alkylated Cyclopentane and Cyclohexane Fused Succinic Racemic Anhydrides in the Presence of Chiral Bases", Croatica Chemica Acta, vol.88, br. 3, str. 235-240, 2015. [Online]. https://doi.org/10.5562/cca2614

Sažetak
Bicyclic succinic anhydrides alkylated at the α-position have been prepared and submitted to alcoholysis in the presence of alkaloid bases. Anhydrides with a cyclopentane fused ring, open only from the less hindered side, generating monoesters of >80 % ee, whereas cyclohexane fused anhydrides undergo parallel kinetic resolution, producing both regioisomeric monoesters.

Ključne riječi
cyclic anhydrides; stereoselective alcoholysis; quinine; kinetic resolution; parallel kinetic resolution

Hrčak ID: 150527

URI
https://hrcak.srce.hr/150527

Posjeta: 927 *