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

Beitrag in einer Fachzeitschrift
(Originalarbeit)


Details zur Publikation

Autor(en): Tenbrink K, Kemker I, Schatz J, Gröger H
Zeitschrift: Arkivoc
Verlag: Arkat USA Inc
Jahr der Veröffentlichung: 2014
Band: 2015
Heftnummer: 2
Seitenbereich: 10-19
ISSN: 1551-7004
eISSN: 1551-7012


Abstract


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.



FAU-Autoren / FAU-Herausgeber

Schatz, Jürgen Prof. Dr.
Professur für Organische Chemie


Autor(en) der externen Einrichtung(en)
Universität Bielefeld


Zitierweisen

APA:
Tenbrink, K., Kemker, I., Schatz, J., & Gröger, H. (2014). Synthesis of substituted cycloalkene-1,1-dicarboxylates via olefin metathesis in water. Arkivoc, 2015(2), 10-19. https://dx.doi.org/10.3998/ark.5550190.p008.812

MLA:
Tenbrink, Katharina, et al. "Synthesis of substituted cycloalkene-1,1-dicarboxylates via olefin metathesis in water." Arkivoc 2015.2 (2014): 10-19.

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