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In organic chemistry, an epoxide is a cyclic ether, where the ether forms a three-atom ring: two atoms of carbon and one atom of oxygen. This triangular structure has substantial ring strain, making epoxides highly reactive, more so than other ethers. They are produced on a large scale for many applications.
It is a cyclic ether and the simplest epoxide: a three-membered ring consisting of one oxygen atom and two carbon atoms. Ethylene oxide is a colorless and flammable gas with a faintly sweet odor. Because it is a strained ring, ethylene oxide easily participates in a number of addition reactions that result in ring-opening.
Diastereoselective DMD epoxidation of a chiral unsaturated ketone was applied to the synthesis of verrucosan-2β-ol. [6] Enantioselective dioxirane epoxidation is critical in a synthetic sequence leading to an analogue of glabrescol. The sequence produced the glabrescol analogue in 31% overall yield in only two steps. [7]
The synthesis of epoxides via this method serves as an important retrosynthetic alternative to the traditional epoxidation reactions of olefins. Johnson–Corey–Chaykovsky Reaction. The reaction is most often employed for epoxidation via methylene transfer, and to this end has been used in several notable total syntheses (See Synthesis of ...
In polymer chemistry, ring-opening polymerization (ROP) is a form of chain-growth polymerization in which the terminus of a polymer chain attacks cyclic monomers to form a longer polymer (see figure). The reactive center can be radical, anionic or cationic. Ring-opening of cyclic monomers is often driven by the relief of bond-angle strain.
Brevisamide, a proposed biosynthetic precursor for a polyether marine toxin, was synthesized by Ghosh and Li, one step of which is a Rubottom oxidation of the cyclic silyl enol ether under buffered conditions. [31] Chiral chromium catalyst B was developed the Jacobsen group and confers high levels of enantio- and diastereoselectivity. [32]
Cycloisomerization is a very broad topic in organic synthesis and many reactions that would be categorized as such exist. Two basic classes of these reactions are intramolecular Michael addition and Intramolecular Diels–Alder reactions. Under the umbrella of cycloisomerization, enyne and related olefin cycloisomerizations are the most widely ...
Danishefsky Taxol total synthesis overview from raw material perspective. The Danishefsky Taxol total synthesis in organic chemistry is an important third Taxol synthesis published by the group of Samuel Danishefsky in 1996 [1] two years after the first two efforts described in the Holton Taxol total synthesis and the Nicolaou Taxol total synthesis.