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Original scientific paper

Bromolactone Structures derived from Cyclohex-3-ene-1,1-dicarboxylic Acids and Syntheses of Multifunctional Cyclohexanecarboxylic Acids

Vera Turjak-Zebić ; Laboratory of Stereochemistry and Natural Products
Vinko Škarić ; Laboratory of Stereochemistry and Natural Products
Živa Ružić-Toroš ; X-ray Laboratory, »Ruđer Bošković" Institute, 41001 Zagreb, Croatia, Yugoslavia
Biserka Kojić-Prodić ; X-ray Laboratory, »Ruđer Bošković" Institute, 41001 Zagreb, Croatia, Yugoslavia

Fulltext: english, pdf (8 MB) pages 491-508 downloads: 102* cite
APA 6th Edition
Turjak-Zebić, V., Škarić, V., Ružić-Toroš, Ž. & Kojić-Prodić, B. (1986). Bromolactone Structures derived from Cyclohex-3-ene-1,1-dicarboxylic Acids and Syntheses of Multifunctional Cyclohexanecarboxylic Acids. Croatica Chemica Acta, 59 (2), 491-508. Retrieved from https://hrcak.srce.hr/177384
MLA 8th Edition
Turjak-Zebić, Vera, et al. "Bromolactone Structures derived from Cyclohex-3-ene-1,1-dicarboxylic Acids and Syntheses of Multifunctional Cyclohexanecarboxylic Acids." Croatica Chemica Acta, vol. 59, no. 2, 1986, pp. 491-508. https://hrcak.srce.hr/177384. Accessed 21 Apr. 2021.
Chicago 17th Edition
Turjak-Zebić, Vera, Vinko Škarić, Živa Ružić-Toroš and Biserka Kojić-Prodić. "Bromolactone Structures derived from Cyclohex-3-ene-1,1-dicarboxylic Acids and Syntheses of Multifunctional Cyclohexanecarboxylic Acids." Croatica Chemica Acta 59, no. 2 (1986): 491-508. https://hrcak.srce.hr/177384
Harvard
Turjak-Zebić, V., et al. (1986). 'Bromolactone Structures derived from Cyclohex-3-ene-1,1-dicarboxylic Acids and Syntheses of Multifunctional Cyclohexanecarboxylic Acids', Croatica Chemica Acta, 59(2), pp. 491-508. Available at: https://hrcak.srce.hr/177384 (Accessed 21 April 2021)
Vancouver
Turjak-Zebić V, Škarić V, Ružić-Toroš Ž, Kojić-Prodić B. Bromolactone Structures derived from Cyclohex-3-ene-1,1-dicarboxylic Acids and Syntheses of Multifunctional Cyclohexanecarboxylic Acids. Croatica Chemica Acta [Internet]. 1986 [cited 2021 April 21];59(2):491-508. Available from: https://hrcak.srce.hr/177384
IEEE
V. Turjak-Zebić, V. Škarić, Ž. Ružić-Toroš and B. Kojić-Prodić, "Bromolactone Structures derived from Cyclohex-3-ene-1,1-dicarboxylic Acids and Syntheses of Multifunctional Cyclohexanecarboxylic Acids", Croatica Chemica Acta, vol.59, no. 2, pp. 491-508, 1986. [Online]. Available: https://hrcak.srce.hr/177384. [Accessed: 21 April 2021]

Abstracts
It was shown that the bromolactonization of 4-cyanocyclohex-
-3-ene-l,1-dicarboxylic acid (10) in water or aqueous NaHC03
proceeded to t-4-bromo-c-a-cyano-c-s- hydroxycyclohexane- r-le,
1-dicarboxylic acid (13)via the intermediate c-4-bromo-t-4-cyano-
-6-oxabicyclo[3.2.1]octan-7-one-r-1-carboxylic acid (11).In contrast
to this finding, 4-carbamoylcyclohex-3-ene-1,1-dicarboxylic acid
(19)yielded only c-4-bromo-t-4-carbamoyl-6-oxabicyclo[3.2.1]octan-
-7-one-r-1-carboxylic acid (20) by treatment with bromine in
aqueous NaHC03. The syntheses of 4-cyano-(25) and 4-carbamoyl-
-(26)-t-3,4-oxiranecyclohexane-r-le,1-dicarboxylate are also described. The structures and relative configurations of methyl c-4-
-bromo-t-4-cyano-6-oxa bicyclo[3.2.1]octan-7-one-r-T-carboxy late
(12), prepared from 11, and dimethyl c-3-benzoxy-t-4-bromo-c-4-
-cyanocyclohexane-r-le,l-dicarboxylate (15), prepared from 13,
were determined by X-ray analyses, confirmed also by lH-NMR
and lsC-NMR spectroscopies.

Hrčak ID: 177384

URI
https://hrcak.srce.hr/177384

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