New approaches to olefin cross-metathesis

Preferred alkenyl groups herein contain 2 to 12 carbon atoms. Optionally, X1 and X2 may be substituted with one or more moieties selected from the group consisting of C1-C10 alkyl, C1-C10 alkoxy, aryl, and halide, which may, in turn, with the exception of halide, be further substituted with one or more groups selected from halide, C1-C6 alkyl, C1-C6 alkoxy, and phenyl.

The yield of tartrate CM product 80 was determined afteracid hydrolysis of the acetal to afford aldehyde The at least one olefinic substrate is selected from: Examples of N-heterocyclic carbene ligands incorporated into complex VIC thus include, but are not limited to, the following: The reaction also gave good yields with a variety of styrenes, which were converted to E -cinnamylphosphonates in high yield Table 1, Entry 5.

Similarly, the term "heteroalkyl" refers to an alkyl substituent that is heteroatom-containing, the term "heterocyclic" refers to a cyclic substituent that is heteroatom-containing, the terms "heteroaryl" and heteroaromatic" respectively refer to "aryl" and "aromatic" substituents that are heteroatom-containing, and the like.

In this specification and in the claims that follow, reference will be made to a number of terms, which shall be defined to have the following meanings: However, both of these methods require highly basic conditions that are incompatible with many substrates of interest.

The term "alkyl" as used herein refers to a linear, branched or cyclic saturated hydrocarbon group typically although not necessarily containing 1 to about 20 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, t-butyl, octyl, decyl, and the like, as well as cycloalkyl groups such as cyclopentyl, cyclohexyl and the like.

Helen Blackwell

The term "alicyclic" refers to an aliphatic cyclic moiety, which may or may not be bicyclic or polycyclic. The substituents on the hydrophobic carbon chain may be any of the substituents described hereinabove.

The reaction is carried out using selected olefinic reactants, with one olefinic reactant substituted in a 1,2-cis configuration. With such functional groups, there will normally be an intervening linkage Z, i.

For example, the cyclic olefin may be mono- di- or tri-cyclic. Reactions that produce a mixture of compounds require extensive removal techniques, typically involving wasteful quantities of solvent, in addition to reducing the total volume of useful compound synthesised.

In the molecular structures herein, the use of bold and dashed lines to denote particular conformation of groups follows the IUPAC convention. Then in separate reactions, each type of derivatized surface is converted to the other type using olefinic reagents in cross-metathesis reactions.

We chose to employ cis olefinsat the outset because it had been observed previously thatruthenium alkylidene 1 is more reactive toward the moresterically accessible cis olefin. An ideal such method would also be applicable in other contexts as well, for example in the synthesis of olefins substituted with functional groups other than phosphonates.Analysis of the Tunicamycin Biosynthetic Gene Cluster of Streptomyces chartreusis Reveals New Insights into Tunicamycin Production and Immunity.

Aug 15,  · Cross metathesis of 3,4-epoxybutene to FK creates a reactive derivative (1). Grubb’s ruthenium catalyst (GII), FK and the epoxide-bearing olefin were irradiated in 1,2-dichlorobenzene (DCB).

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These more traditional approaches are inappropriate for many commercial applications and therefore alternative cleaner methods are needed. by using olefin metathesis catalysts, new synthetic routes for substrates can potentially be devised.

In the case illustrated below, cross metathesis reactions are successfully used to directly. Olefin metathesis reactions of sulfur-containing alkenes and dienes aimed at developing of new catalysts of improved stability and/or activity is of vital importance.

complementary approach.6 Cross-metathesis (CM),7 ring closing metathesis (RCM),1 enyne metathesis and their combinations are commonly used reactions to form C-C double. Feb 23,  · See the article "An expedient route to substituted furans via olefin cross-metathesis" in volume on page This article has been cited by other articles in PMC.

Ring-closing olefin metathesis (RCM) is an effective method for the formation of cyclic alkenes (1).

New approaches to olefin cross-metathesis
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