87640-86-6Relevant academic research and scientific papers
In an attempt to provide a user's guide to the galaxy of benzylidene, alkoxybenzylidene, and indenylidene ruthenium olefin metathesis catalysts
Bieniek, Michal,Michrowska, Anna,Usanov, Dmitry L.,Grela, Karol
, p. 806 - 818 (2008/12/20)
The data reported in this paper demonstrate that great care must be taken when choosing an appropriate catalyst for a given metathesis reaction. First-generation catalysts were found to be useful in the metathesis of sterically unhindered substrates. Seco
Nitro-substituted Hoveyda-Grubbs ruthenium carbenes: Enhancement of catalyst activity through electronic activation
Michrowska, Anna,Bujok, Robert,Harutyunyan, Syuzanna,Sashuk, Volodymyr,Dolgonos, Grigory,Grela, Karol
, p. 9318 - 9325 (2007/10/03)
The design, synthesis, stability, and catalytic activity of nitro-substituted Hoveyda-Grubbs metathesis catalysts are described. The highly active and stable meta- and para-substituted complexes are attractive from a practical point of view. These catalys
Cross-metathesis reaction of vinyl sulfones and sulfoxides
Michrowska, Anna,Bieniek, Micha?,Kim, Mikhail,Klajn, Rafa?,Grela, Karol
, p. 4525 - 4531 (2007/10/03)
Cross-metathesis reactions of α,β-unsaturated sulfones and sulfoxides in the presence of molybdenum and ruthenium pre-catalysts were tested. A selective metahesis reaction was achieved between functionalized terminal olefins and vinyl sulfones by using th
A good bargain: An inexpensive, air-stable ruthenium metathesis catalyst derived from α-asarone
Grela, Karol,Kim, Mikhail
, p. 963 - 966 (2007/10/03)
The one-step synthesis of ruthenium carbene precatalyst 7 from inexpensive α-asarone [(E)-6] is described. This recyclable and easy to obtain complex can be used successfully in various types of metathesis (RCM, CM, enyne) as a cheaper and more potent substitute of the Hoveyda-type precatalyst 2b. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).
A highly efficient ruthenium catalyst for metathesis reactions
Grela, Karol,Harutyunyan, Syuzanna,Michrowska, Anna
, p. 4038 - 4040 (2007/10/03)
A simple three-step synthesis leads to the formation of the active complex 1, which operates under very mild conditions (even at 0 °C!) and can be successfully applied in various types of olefin metathesis (ring-closing metathesis, cross metathesis, enyne
Highly selective cross-metathesis with phenyl vinyl sulphone using the 'second generation' Grubbs' catalyst
Grela, Karol,Bieniek, Michal
, p. 6425 - 6428 (2007/10/03)
A cross-metathesis reaction was achieved between functionalised terminal olefins and phenyl vinyl sulfone by using the commercially available ruthenium catalyst 1c. The cross-metathesis products were isolated in moderate to good yield with excellent (E)-stereoselectivity.
Regiocontrolled Synthesis of Mono-, Di, and Trisubstituted Cyclohexenones by Cycloaddition of Vinyl Sulfones to 1-Methoxy-3--1,3-butadienes. Conversion of Alkenes into Effective Dienophilic Reagents
Kinney, William A.,Crouse, Gary D.,Paquette, Leo A.
, p. 4986 - 5000 (2007/10/02)
Cycloaddition of phenyl vinyl sulfone to Danishefky's diene followed by direct ketalization provided 7, a synthon for the 4-(2-cyclohexenyl) anion.Thus, 7 readily undergoes regiospecific γ-alkylation.Ensuing reductive desulfonylation and hydrolysis provides 2-(and 3-)-cyclohexenones efficiently.Zingiberenol, a monocyclic sesquiterpene, was prepared by means of this methodology.Terminal alkenes and cyclic olefins enter into comparable regiocontrolled Diels-Alder addition if they are first subjected to selenosulfonation and oxidation to the vinyl sulfone.Removal of the phenylsulfonyl substituent after condensation provides the adducts which are formally derived from alkylation of the hypothetical C5 anion of 2-cyclohexenone.The scheme can be expanded to include γ-alkylation prior to desulfonylation.By this means, one is able to prepare 4,5-disubstituted 2-(and 3-)cyclohexenones where the nature of the pendant side chains can be widely varied.
A VINYL SULFONE-MEDIATED DIELS-ALDER APPROACH TO THE FULLY REGIOCONTROLLED ELABORATION OF 4,5-DISUBSTITUTED 2- AND 3-CYCLOHEXENONES
Paquette, Leo A.,Kinney, William A.
, p. 5127 - 5130 (2007/10/02)
Reported here is a scheme which enables one to prepare independently 4,5-disubstituted 2- or 3-cyclohexenones where the nature of the pendant sidechains can be widely varied.
