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Structure of the allyl group. In organic chemistry, an allyl group is a substituent with the structural formula −CH 2 −HC=CH 2. It consists of a methylene bridge (−CH 2 −) attached to a vinyl group (−CH=CH 2). [1] [2] The name is derived from the scientific name for garlic, Allium sativum.
Allylic strain in an olefin. Allylic strain (also known as A 1,3 strain, 1,3-allylic strain, or A-strain) in organic chemistry is a type of strain energy resulting from the interaction between a substituent on one end of an olefin (a synonym for an alkene) with an allylic substituent on the other end. [1]
An allylic rearrangement or allylic shift is an organic chemical reaction in which reaction at a center vicinal to a double bond causes the double bond to shift to an adjacent pair of atoms: It is encountered in both nucleophilic and electrophilic substitution , although it is usually suppressed relative to non-allylic substitution.
In organic chemistry, the ene reaction (also known as the Alder-ene reaction by its discoverer Kurt Alder in 1943) is a chemical reaction between an alkene with an allylic hydrogen (the ene) and a compound containing a multiple bond (the enophile), in order to form a new σ-bond with migration of the ene double bond and 1,5 hydrogen shift.
Allylic strain, or A 1,3 strain is closely associated to syn-pentane strain. An example of allylic strain can be seen in the compound 2-pentene . It's possible for the ethyl substituent of the olefin to rotate such that the terminal methyl group is brought near to the vicinal methyl group of the olefin.
In organic chemistry, a vinyl group (abbr. Vi; [1] IUPAC name: ethenyl group [2]) is a functional group with the formula −CH=CH 2. It is the ethylene (IUPAC name: ethene) molecule (H 2 C=CH 2) with one fewer hydrogen atom. The name is also used for any compound containing that group, namely R−CH=CH 2 where R is any other group of atoms.
Carbonyl allylation has been employed in the synthesis of polyketide natural products and other oxygenated molecules with a contiguous array of stereocenters. For example, allylstannanation of a threose-derived aldehyde affords the macrolide antascomicin B, which structurally resembles FK506 and rapamycin, and is a potent binder of FKBP12. [12]
In organic chemistry, a rearrangement reaction is a broad class of organic reactions where the carbon skeleton of a molecule is rearranged to give a structural isomer of the original molecule. [1] Often a substituent moves from one atom to another atom in the same molecule, hence these reactions are usually intramolecular. In the example below ...
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