Ferrier II Reaction
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Ferrier II Reaction
The Ferrier carbocyclization (or Ferrier II reaction) is an organic reaction that was first reported by the carbohydrate chemist Robert J. Ferrier in 1979. It is a metal-mediated rearrangement reaction, rearrangement of enol ether pyrans to cyclohexanones. Typically, this reaction is catalyzed by mercury (element), mercury salts, specifically mercury(II) chloride. Several reviews have been published. Reaction mechanism Ferrier proposed the following reaction mechanism: In this mechanism, the terminal olefin undergoes hydroxymercuration to produce the first intermediate, compound 2, a hemiacetal. Next, methanol is lost and the dicarbonyl compound cyclizes through an attack on the electrophilic aldehyde to form the carbocycle as the product. A downside to this reaction is that the loss of CH3OH at the anomeric position (carbon-1) results in a mixture of α- and β-anomers. The reaction also works for substituted alkenes (e. g. having an -Oacetyl, Ac group on the terminal alk ...
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Ferrier Rearrangement
The Ferrier rearrangement is an organic reaction that involves a nucleophilic substitution reaction combined with an allylic shift in a glycal (a 2,3-unsaturated compound, unsaturated glycoside). It was discovered by the carbohydrate chemist Robert J. Ferrier. Mechanism In the first step, a delocalized allyloxocarbenium ion (2) is formed, typically with the aid of a Lewis acid like indium(III) chloride or boron trifluoride. This ion reacts in situ#Chemistry and chemical engineering, in situ with an alcohol, yielding a mixture of the α (3) and β (4) anomers of the 2-glycoside, with the double bond shifted to position 3,4. Examples Modifications Forming of C-glycosides By replacing the alcohol with a silane, C-glycosides can be formed. With triethylsilane (R'=H), the reaction yields a 2,3-unsaturated deoxy sugar. Nitrogen analogue An analogous reaction with nitrogen as the heteroatom was described in 1984 for the synthesis of the antibiotic substance streptazolin. ...
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Anomer
In carbohydrate chemistry, a pair of anomers () is a pair of near-identical stereoisomers that differ at only the anomeric carbon, the carbon that bears the aldehyde or ketone functional group in the sugar's open-chain form. However, in order for anomers to exist, the sugar must be in its cyclic form, since in open-chain form, the anomeric carbon is planar and thus achiral. More formally stated, then, an anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide. Anomerization is the process of conversion of one anomer to the other. As is typical for stereoisomeric compounds, different anomers have different physical properties, melting points and specific rotations. Nomenclature Two anomers are designated alpha (α) or beta (β), according to the configurational relationship between the ''anomeric centre'' and the ''anomeric reference atom'', hence they are relative stereodescriptors. The anomeric centre in hemiacetals is the anomeric carbon C-1; in hemi ...
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Palladium
Palladium is a chemical element with the symbol Pd and atomic number 46. It is a rare and lustrous silvery-white metal discovered in 1803 by the English chemist William Hyde Wollaston. He named it after the asteroid Pallas, which was itself named after the epithet of the Greek goddess Athena, acquired by her when she slew Pallas. Palladium, platinum, rhodium, ruthenium, iridium and osmium form a group of elements referred to as the platinum group metals (PGMs). They have similar chemical properties, but palladium has the lowest melting point and is the least dense of them. More than half the supply of palladium and its congener platinum is used in catalytic converters, which convert as much as 90% of the harmful gases in automobile exhaust (hydrocarbons, carbon monoxide, and nitrogen dioxide) into nontoxic substances (nitrogen, carbon dioxide and water vapor). Palladium is also used in electronics, dentistry, medicine, hydrogen purification, chemical applications, groundwate ...
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Lewis Acid
A Lewis acid (named for the American physical chemist Gilbert N. Lewis) is a chemical species that contains an empty orbital which is capable of accepting an electron pair from a Lewis base to form a Lewis adduct. A Lewis base, then, is any species that has a filled orbital containing an electron pair which is not involved in bonding but may form a dative bond with a Lewis acid to form a Lewis adduct. For example, NH3 is a Lewis base, because it can donate its lone pair of electrons. Trimethylborane (Me3B) is a Lewis acid as it is capable of accepting a lone pair. In a Lewis adduct, the Lewis acid and base share an electron pair furnished by the Lewis base, forming a dative bond. In the context of a specific chemical reaction between NH3 and Me3B, a lone pair from NH3 will form a dative bond with the empty orbital of Me3B to form an adduct NH3•BMe3. The terminology refers to the contributions of Gilbert N. Lewis. From p. 142: "We are inclined to think of substances as po ...
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Isopropyl
In organic chemistry, propyl is a three-carbon alkyl substituent with chemical formula for the linear form. This substituent form is obtained by removing one hydrogen atom attached to the terminal carbon of propane. A propyl substituent is often represented in organic chemistry with the symbol Pr (not to be confused with the element praseodymium). An isomeric form of propyl is obtained by moving the point of attachment from a terminal carbon atom to the central carbon atom, named 1-methylethyl or isopropyl. To maintain four substituents on each carbon atom, one hydrogen atom has to be moved from the middle carbon atom to the carbon atom which served as attachment point in the ''n''-propyl variant, written as . Linear propyl is sometimes termed normal and hence written with a prefix ''n''- (i.e., ''n-''propyl), as the absence of the prefix ''n''- does not indicate which attachment point is chosen, i.e. absence of prefix does not automatically exclude the possibility of it being ...
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Sinay Transition State
Shenoy is a surname from coastal Karnataka and Goa in India. It is found among Hindus of the Goud Saraswat Brahmin community following Smartha Sampradaya of Kavale Matha or Madhva Sampradaya of either Gokarna Matha or Kashi Matha. Some Brahmin Christian families of South Canara have reverted to their pre-conversion surnames like Shenoy. Etymology There are two theories about the origin of Shenoy or Shenvi. # The Sanskrit word ''Shrenipati'', meaning the leader of the guild, which got converted as ''Shennivayi'' in ''Apabhraṃśa'', and later as ''Shenai'' or ''Shenvi'' in old Konkani. # It is from the Sanskrit word for 96, ṣaṇṇavati (षण्णवति). The significance of the word 96 among Konkanis is that 96 villages formed the core region of Goa. It is said that 96 clans / families of Saraswat Brahmins arrived in Gomantak and settled in one village each. 66 villages were in Sashti region (66 in Sanskrit is ṣaṭ ṣaṣṭi - षट् षष्टि. ...
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Isobutyl
In organic chemistry, butyl is a four-carbon alkyl radical or substituent group with general chemical formula , derived from either of the two isomers (''n''-butane and isobutane) of butane. The isomer ''n''-butane can connect in two ways, giving rise to two "-butyl" groups: * If it connects at one of the two terminal carbon atoms, it is normal butyl or ''n''-butyl: (preferred IUPAC name: butyl) * If it connects at one of the non-terminal (internal) carbon atoms, it is secondary butyl or ''sec''-butyl: (preferred IUPAC name: butan-2-yl) The second isomer of butane, isobutane, can also connect in two ways, giving rise to two additional groups: * If it connects at one of the three terminal carbons, it is isobutyl: (preferred IUPAC name: 2-methylpropyl) * If it connects at the central carbon, it is tertiary butyl, ''tert''-butyl or ''t''-butyl: (preferred IUPAC name: ''tert''-butyl) Nomenclature According to IUPAC nomenclature, "isobutyl", "''sec''-butyl", and "''tert''-b ...
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Benzyl
In organic chemistry, benzyl is the substituent or molecular fragment possessing the structure . Benzyl features a benzene ring () attached to a methylene group () group. Nomenclature In IUPAC nomenclature, the prefix benzyl refers to a substituent, for example benzyl chloride or benzyl benzoate. Benzyl is not to be confused with phenyl with the formula . The term benzylic is used to describe the position of the first carbon bonded to a benzene or other aromatic ring. For example, is referred to as a "benzylic" carbocation. The benzyl free radical has the formula . The benzyl cation or phenylcarbenium ion is the carbocation with formula ; the benzyl anion or phenylmethanide ion is the carbanion with the formula . None of these species can be formed in significant amounts in the solution phase under normal conditions, but they are useful referents for discussion of reaction mechanisms and may exist as reactive intermediates. Abbreviations The abbreviation "Bn" denotes benzyl. ...
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Sinay Modification
Shenoy is a surname from coastal Karnataka and Goa in India. It is found among Hindus of the Goud Saraswat Brahmin community following Smartha Sampradaya of Kavale Matha or Madhva Sampradaya of either Gokarna Matha or Kashi Matha. Some Brahmin Christian families of South Canara have reverted to their pre-conversion surnames like Shenoy. Etymology There are two theories about the origin of Shenoy or Shenvi. # The Sanskrit word ''Shrenipati'', meaning the leader of the guild, which got converted as ''Shennivayi'' in ''Apabhraṃśa'', and later as ''Shenai'' or ''Shenvi'' in old Konkani. # It is from the Sanskrit word for 96, ṣaṇṇavati (षण्णवति). The significance of the word 96 among Konkanis is that 96 villages formed the core region of Goa. It is said that 96 clans / families of Saraswat Brahmins arrived in Gomantak and settled in one village each. 66 villages were in Sashti region (66 in Sanskrit is ṣaṭ ṣaṣṭi - षट् षष्टि. ...
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Glycosidic Bond
A glycosidic bond or glycosidic linkage is a type of covalent bond that joins a carbohydrate (sugar) molecule to another group, which may or may not be another carbohydrate. A glycosidic bond is formed between the hemiacetal or hemiketal group of a saccharide (or a molecule derived from a saccharide) and the hydroxyl group of some compound such as an alcohol. A substance containing a glycosidic bond is a glycoside. The term 'glycoside' is now extended to also cover compounds with bonds formed between hemiacetal (or hemiketal) groups of sugars and several chemical groups other than hydroxyls, such as -SR (thioglycosides), -SeR (selenoglycosides), -NR1R2 (N-glycosides), or even -CR1R2R3 (C-glycosides). Particularly in naturally occurring glycosides, the compound ROH from which the carbohydrate residue has been removed is often termed the aglycone, and the carbohydrate residue itself is sometimes referred to as the 'glycone'. S-, N-, C-, and O-glycosidic bonds Glycosidi ...
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Ferrier Carbocyclization 2
Ferrier may refer to: People * Ferrier (surname) Places * Ferrier Estate, q large council estate in Greenwich, London, UK * Ferrier Peninsula, South Orkney Islands, Antarctica Other * Ferrier carbocyclization, an organic reaction * Ferrier rearrangement, an organic reaction * Kathleen Ferrier Award, a contest for opera singers See also * Ferrières (other), various meanings of a French name * Farrier (other) A farrier is a specialist in equine hoof care. Farrier may also refer to: People with the name * Ancil Farrier (born 1986), Trinidadian football player * Curt Farrier (born 1941), American football player * David Farrier (born 1982), New Zea ... * Feria (other) {{disambig, geo ...
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