In organic chemistry, carbonyl allylation describes methods for adding an allyl anion to an aldehyde or ketone to produce a homoallylic alcohol.[1] The carbonyl allylation was first reported in 1876 by Alexander Zaitsev and employed an allylzinc reagent.[2]
^Yus, Miguel; González-Gómez, José C.; Foubelo, Francisco (2011). "Catalytic Enantioselective Allylation of Carbonyl Compounds and Imines". Chemical Reviews. 111 (12): 7774–7854. doi:10.1021/cr1004474. PMID 21923136.
^Michael; Saytzeff, Alexander (1877). "Synthese des Allyldimethylcarbinols". Justus Liebigs Annalen der Chemie. 185 (2–3): 151–169. doi:10.1002/jlac.18771850204. ISSN 1099-0690.
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carbonylallylation describes methods for adding an allyl anion to an aldehyde or ketone to produce a homoallylic alcohol. The carbonylallylation was...
carbonylallylations are frequently applied to the synthesis of polyketide natural products. In 1978, Hoffmann reported the first asymmetric carbonyl...
include carbonylallylation with allylmetallic reagents, such as allyltrimethylsilane, or the iridium-catalyzed Krische allylation. Allylation can be effected...
cases, a ketone. The reaction is widely used for carbonylallylation. Organostannane addition to carbonyl groups constitutes one of the most common and efficient...
regioselectivity of allylation mediated by indium in water is dependent on the steric effects of the substituents on both the intermediate and carbonyl. An α-attack...
carbonyl groups, and cannot be discouraged by any means. When an ester must be reduced in the presence of a carbonyl, hydride attack on the carbonyl must...
[clarification needed] Several models exist to describe chiral induction at carbonyl carbons during nucleophilic additions. These models are based on a combination...
vinyl, or aryl magnesium halides (Grignard reagent) are added to the carbonyl groups of either an aldehyde or ketone under anhydrous conditions. This...
4-diols and anti-diols. This kind of reaction is known as Rouch asymmetric allylation. In 2011, R. A. Fernandes and P. Kattanguru have completed an improved...
organic synthesis: unprecedented .alpha.-selective and stereospecific allylation of carbonyl compounds". Journal of the American Chemical Society. 113 (23):...
In organic chemistry, the Keck asymmetric allylation is a chemical reaction that involves the nucleophilic addition of an allyl group to an aldehyde. The...
organotantalum reagents promote the conjugate allylation of enones. Although the direct allylation of carbonyl groups is prevalent throughout the literature...
useful coupling partners. This group transfer reaction can be used in allylation, or other coupling reactions (such as Negishi coupling). One of the major...
beta-silyl carbocationic intermediate, the beta-silicon effect. Allylation of a carbonyl ketone (compound containing a ketone group and two different functional...
adaptation of the Claisen rearrangement and effectively a decarboxylative allylation. The Fischer indole synthesis is a chemical reaction that produces the...
iron carbonyls are the three neutral binary carbonyls, iron pentacarbonyl, diiron nonacarbonyl, and triiron dodecacarbonyl. One or more carbonyl ligands...
para-xylene. : A specific niche indium research topic is indium mediated allylation. C. Elschenbroich, A. Salzer Organometallics : A Concise Introduction...
organometallic reaction between an alkyl halide (chloride, bromide, iodide), a carbonyl group and a metal. The reaction can be performed using magnesium, aluminium...
using propan-2-ol and aluminium isopropoxide effects reduction of the carbonyl group only to provide carveol (5); a combination of sodium borohydride...
as an acrylate agent. Allyl carbonates are widely used in Tsuji-Trost allylation, promoting the formation of carbanions, boronates, phosphides, amides...