Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition
Нема приказа
Аутори
Stevanović, Dragana D.Pejović, Anka
Damljanović, Ivan S.
Vukićević, Mirjana
Bogdanović, Goran A.
Vukićević, Rastko D.
Чланак у часопису
Метаподаци
Приказ свих података о документуАпстракт
An efficient catalyst for Ferrier rearrangement and hetero-Michael addition was successfully generated from a sacrificial zirconium anode into media containing reactants for these reactions. Thus, the catalyst generated, successfully promoted the allylic rearrangement of peracetylated D-glucal in the presence of a suitable S-nucleophile, giving the corresponding 2,3-unsaturated D-glucopyranose (pseudoglycal) in good to high yields. This catalyst was also shown to be capable of promoting hetero-Michael conjugate addition of S- and N-nucleophiles to the carbon-carbon double bond of methyl vinyl ketone, resulting in new carbon-sulfur and carbon-nitrogen bond formation. (C) 2012 Elsevier Ltd. All rights reserved.
Кључне речи:
Sacrificial anode / Zirconium catalyst / Ferrier rearrangement / Hetero-Michael addition / Peracetylated D-glucal / X-ray analysis / Methyl vinyl ketoneИзвор:
Tetrahedron Letters, 2012, 53, 46, 6257-6260Финансирање / пројекти:
DOI: 10.1016/j.tetlet.2012.09.023
ISSN: 0040-4039
WoS: 000311071500024
Scopus: 2-s2.0-84938482913
Колекције
Институција/група
VinčaTY - JOUR AU - Stevanović, Dragana D. AU - Pejović, Anka AU - Damljanović, Ivan S. AU - Vukićević, Mirjana AU - Bogdanović, Goran A. AU - Vukićević, Rastko D. PY - 2012 UR - https://vinar.vin.bg.ac.rs/handle/123456789/5163 AB - An efficient catalyst for Ferrier rearrangement and hetero-Michael addition was successfully generated from a sacrificial zirconium anode into media containing reactants for these reactions. Thus, the catalyst generated, successfully promoted the allylic rearrangement of peracetylated D-glucal in the presence of a suitable S-nucleophile, giving the corresponding 2,3-unsaturated D-glucopyranose (pseudoglycal) in good to high yields. This catalyst was also shown to be capable of promoting hetero-Michael conjugate addition of S- and N-nucleophiles to the carbon-carbon double bond of methyl vinyl ketone, resulting in new carbon-sulfur and carbon-nitrogen bond formation. (C) 2012 Elsevier Ltd. All rights reserved. T2 - Tetrahedron Letters T1 - Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition VL - 53 IS - 46 SP - 6257 EP - 6260 DO - 10.1016/j.tetlet.2012.09.023 ER -
@article{ author = "Stevanović, Dragana D. and Pejović, Anka and Damljanović, Ivan S. and Vukićević, Mirjana and Bogdanović, Goran A. and Vukićević, Rastko D.", year = "2012", abstract = "An efficient catalyst for Ferrier rearrangement and hetero-Michael addition was successfully generated from a sacrificial zirconium anode into media containing reactants for these reactions. Thus, the catalyst generated, successfully promoted the allylic rearrangement of peracetylated D-glucal in the presence of a suitable S-nucleophile, giving the corresponding 2,3-unsaturated D-glucopyranose (pseudoglycal) in good to high yields. This catalyst was also shown to be capable of promoting hetero-Michael conjugate addition of S- and N-nucleophiles to the carbon-carbon double bond of methyl vinyl ketone, resulting in new carbon-sulfur and carbon-nitrogen bond formation. (C) 2012 Elsevier Ltd. All rights reserved.", journal = "Tetrahedron Letters", title = "Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition", volume = "53", number = "46", pages = "6257-6260", doi = "10.1016/j.tetlet.2012.09.023" }
Stevanović, D. D., Pejović, A., Damljanović, I. S., Vukićević, M., Bogdanović, G. A.,& Vukićević, R. D.. (2012). Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition. in Tetrahedron Letters, 53(46), 6257-6260. https://doi.org/10.1016/j.tetlet.2012.09.023
Stevanović DD, Pejović A, Damljanović IS, Vukićević M, Bogdanović GA, Vukićević RD. Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition. in Tetrahedron Letters. 2012;53(46):6257-6260. doi:10.1016/j.tetlet.2012.09.023 .
Stevanović, Dragana D., Pejović, Anka, Damljanović, Ivan S., Vukićević, Mirjana, Bogdanović, Goran A., Vukićević, Rastko D., "Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition" in Tetrahedron Letters, 53, no. 46 (2012):6257-6260, https://doi.org/10.1016/j.tetlet.2012.09.023 . .