Synthesis of substituted cycloalkene-1,1-dicarboxylates via olefin metathesis in water

Tenbrink K, Kemker I, Schatz J, Gröger H (2015)
ARKIVOC 2015(2): 10-19.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Autor*in
Tenbrink, KatharinaUniBi; Kemker, Isabell; Schatz, Juergen; Gröger, HaraldUniBi
Abstract / Bemerkung
A range of substituted cycloalkene-1,1-dicarboxylates was synthesized through olefin metathesis starting from readily available acylic malonate precursors in an efficient fashion. As a metathesis catalyst, a Grubbs II-type catalyst was used in these experiments, which were run in water and gave the cyclic malonate products with high conversions of 94-100%. The catalytic amount was in the range of 0.5-5 mol% dependent on the structure of the starting material. The generality of this metathesis reaction in water was demonstrated as well as its suitability for the preparation of five and six-membered and alkyl as well as aryl-substituted prochiral cycloalkene-1,1-dicarboxylates.
Stichworte
cyclization; Cycloalkenes; malonates; reactions in water; metathesis
Erscheinungsjahr
2015
Zeitschriftentitel
ARKIVOC
Band
2015
Ausgabe
2
Seite(n)
10-19
ISSN
1551-7004
Page URI
https://pub.uni-bielefeld.de/record/2773289

Zitieren

Tenbrink K, Kemker I, Schatz J, Gröger H. Synthesis of substituted cycloalkene-1,1-dicarboxylates via olefin metathesis in water. ARKIVOC. 2015;2015(2):10-19.
Tenbrink, K., Kemker, I., Schatz, J., & Gröger, H. (2015). Synthesis of substituted cycloalkene-1,1-dicarboxylates via olefin metathesis in water. ARKIVOC, 2015(2), 10-19. doi:10.3998/ark.5550190.p008.812
Tenbrink, K., Kemker, I., Schatz, J., and Gröger, H. (2015). Synthesis of substituted cycloalkene-1,1-dicarboxylates via olefin metathesis in water. ARKIVOC 2015, 10-19.
Tenbrink, K., et al., 2015. Synthesis of substituted cycloalkene-1,1-dicarboxylates via olefin metathesis in water. ARKIVOC, 2015(2), p 10-19.
K. Tenbrink, et al., “Synthesis of substituted cycloalkene-1,1-dicarboxylates via olefin metathesis in water”, ARKIVOC, vol. 2015, 2015, pp. 10-19.
Tenbrink, K., Kemker, I., Schatz, J., Gröger, H.: Synthesis of substituted cycloalkene-1,1-dicarboxylates via olefin metathesis in water. ARKIVOC. 2015, 10-19 (2015).
Tenbrink, Katharina, Kemker, Isabell, Schatz, Juergen, and Gröger, Harald. “Synthesis of substituted cycloalkene-1,1-dicarboxylates via olefin metathesis in water”. ARKIVOC 2015.2 (2015): 10-19.

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