Stereochemical Studies of some 12a-Substituted Rotenoid Derivatives
Ivanka Kostova
; Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Sofia 1113, Bulgaria
Nikolina Berova
; Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Sofia 1113, Bulgaria
Petko Ivanov
; Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Sofia 1113, Bulgaria
Bozhana Mikhova
; Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Sofia 1113, Bulgaria
Rositza Rakovska
; Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Sofia 1113, Bulgaria
Gunther Snatzke
; Lehrstuhl fur Strukturchemie, Ruhruniversitat, Postfach 10 21 48, D-4630 Bochum, Germany
APA 6th Edition Kostova, I., Berova, N., Ivanov, P., Mikhova, B., Rakovska, R. i Snatzke, G. (1991). Stereochemical Studies of some 12a-Substituted Rotenoid Derivatives. Croatica Chemica Acta, 64 (4), 637-647. Preuzeto s https://hrcak.srce.hr/137272
MLA 8th Edition Kostova, Ivanka, et al. "Stereochemical Studies of some 12a-Substituted Rotenoid Derivatives." Croatica Chemica Acta, vol. 64, br. 4, 1991, str. 637-647. https://hrcak.srce.hr/137272. Citirano 27.02.2021.
Chicago 17th Edition Kostova, Ivanka, Nikolina Berova, Petko Ivanov, Bozhana Mikhova, Rositza Rakovska i Gunther Snatzke. "Stereochemical Studies of some 12a-Substituted Rotenoid Derivatives." Croatica Chemica Acta 64, br. 4 (1991): 637-647. https://hrcak.srce.hr/137272
Harvard Kostova, I., et al. (1991). 'Stereochemical Studies of some 12a-Substituted Rotenoid Derivatives', Croatica Chemica Acta, 64(4), str. 637-647. Preuzeto s: https://hrcak.srce.hr/137272 (Datum pristupa: 27.02.2021.)
Vancouver Kostova I, Berova N, Ivanov P, Mikhova B, Rakovska R, Snatzke G. Stereochemical Studies of some 12a-Substituted Rotenoid Derivatives. Croatica Chemica Acta [Internet]. 1991 [pristupljeno 27.02.2021.];64(4):637-647. Dostupno na: https://hrcak.srce.hr/137272
IEEE I. Kostova, N. Berova, P. Ivanov, B. Mikhova, R. Rakovska i G. Snatzke, "Stereochemical Studies of some 12a-Substituted Rotenoid Derivatives", Croatica Chemica Acta, vol.64, br. 4, str. 637-647, 1991. [Online]. Dostupno na: https://hrcak.srce.hr/137272. [Citirano: 27.02.2021.]
Sažetak The absolute configuration at 6a and 12a positions as well as the conformation of rings B and C of some cis fused 12a-substituted (OH, CH2OH, CH2OCOR’) synthetic derivatives of natural rotenoids, rotenone and amor- phigenin, are discussed on the basis of 'H NMR, CD and molecular mechanics studies.
The CD Cotton effects above 300 nm of all 12a-substituted derivatives, compared with those of the parent natural rotenoids, show an unexpected sign inversion and cannot be used for reliable configurational assignment. This has been achieved in a nonempirical way by application of the exdton chirality method.