937-45-1

Upstream product

• 934-46-3 8-Methyliden-(1rH,6cH)-bicyclo<4.2.0>octan-2-on 
• 1196977-34-0 C₁₃H₁₈O₄ 
• 930-68-7 cyclohexenone 
• 65700-06-3 percarbonate de O,O-tert-butyle et O-isopropyle 
• 108-94-1 cyclohexanone 
• 1833-53-0 2-(Trimethylsilyloxy)propene 
• 674-82-8 4-methyleneoxetan-2-one 
• 541-50-4 2-acetoacetic acid 
• 13483-31-3 Acetone dimethylhydrazone 

Downstream Products

• 1196977-42-0 5-acetonylcyclohex-2-en-1-one 

Relevant academic research and scientific papers

Rhodium-Catalyzed Annelation of Benzoic Acids with α,β-Unsaturated Ketones with Cleavage of C?H, CO?OH, and C?C Bonds

In the presence of a [Cp*RhCl2]2 catalyst, the Lewis acid In(OTf)3, and the mild base Na2CO3, aromatic carboxylates and α,β-unsaturated ketones undergo a unique hydroarylation/Claisen/retro-Claisen pr

Expedient synthesis of 3-substituted cycloalkanones via a Pd-catalyzed decarboxylative protonation protocol

We developed an efficient method for the introduction of -CH2EWG moiety at the β-position of 2-cycloalken-1-ones via a Pd-catalyzed decarboxylative protonation protocol.

A continuous Michael and aldol coupling of α,β-enones catalyzed by iridium complexes

Ir[(COD)(PPh3)2]OTf activated by H2 molecule catalyzes Michael-type coupling of α,β-enones with enoxysilanes to give 1,5-dicarbonyl compounds after the subsequent protodesilylation. An identical catalyst system makes it possible to attain a continuous Michael and aldol modification toward α,β- enones in a one-pot operation. (C) 2000 Elsevier Science Ltd.

Regioselective Robinson annulation realized by the combined use of lithium enolates and aluminum tris(2,6-diphenylphenoxide) (ATPH)

Michael addition of lithium enolates derived from ketones to a variety of a, β-unsaturated ketones was realized in the presence of aluminum tris(2,6-diphenylphenoxide) (ATPH). In this reaction, ATPH can be used as a carbonyl protector of a, β-unsaturated carbonyl substrates upon complexation, which facilitates the regioselective 1,4-addition of lithium enolates to Michael acceptors. Similarly, dianions of β-dicarbonyl compounds undergo Michael addition smoothly using ATPH as an effective promoter of the reaction. Subsequent regioselective, intramolecular aldol condensation was also demonstrated, leading to bicyclic carbon ring systems. Such systems are difficult to obtain by the Robinson annulation usually performed in protic media.

Novel Method for Generation of an Organotin Enolate by the Cleavage of Diketene with Bis(tributyltin) Oxide, and its Michael Reactions

Generation of a novel type of organotin enolate has been accomplished by the regioselective ring cleavage of diketene with bis(tributyltin) oxide; the enolate afforded the first example of Michael addition in reactions using organotin(IV) enolates.

Organotin Triflate as Practical Catalyst for Michael Addition of Enol Silyl Ethers

Dibutyltin bis(triflate) is a mild Lewis acid which catalyzes clean Michael addition of enol silyl ethers.The new catalyst allows to employ various labile acceptors such as methyl vinyl ketone and 2-cyclopentenone which do not undergo smooth reaction with

DECOMPOSITION DU PERCARBONATE DE O,O-t-BUTYLE ET O-ISOPROPENYLE EN SOLUTION-2. ACETONYLATION DE CYCLANONES ET OXACYCLANES.

The decomposition of O,O-tert-butyl and O-isopropenyl peroxycarbonate in cyclanones and oxycyclanes leads to acetonylated derivatives of these solvents.Although the reaction mechanism involves in both cases the addition of free radicals derived from solvent to the double bond of the peroxycarbonate, the orientation of the whole process depends on the solvent.In the case of oxacyclanes the relative ratios of α-,β-and γ-(with regard to the heteroatom) acetonylated products are likely to express the reactivity of t-butoxy radicals towards the differenet carbon atoms of the solvent.On the contrary, in the case of cyclanones transfer reactions occur from β- or γ-radicals (with regard to the carbonyl group) to α-carbon atoms of other solvent molecules and the relative ratios of α-, β- and γ-acetonylated products depend on on the peroxycarbonate concentration: when it is high, about 25percent β and γ isomers are formed; when it is low, only the α isomer is obtained.

Reactions radicalaires du percarbonate de O,O-tert-butyle et O-isopropenyle: acetonylations assistees par un co-amorceur

By decomposition in alkanes, ethers, ketones, acids, esters and nitriles of equimolecular mixtures of O,O-tert-butyl and O-isopropenyl peroxicarbonate and tert-butyl peroxyacetate, the "assisted" acetonylation of the solvents has been accomplished.The presence of the co-initiator allows the yield of the free radical acetonylation to be markedly improved: the formation of the by-product acetonylacetone is avoided and the yield of acetonylated derivatives is strongly enhanced while the regioselectivity of the processes is preserved and even increased in some cases.

LATENT ACETONYLATION OF α,β-ENONES WITH ALLYLTRIMETHYLSILANE OR 2-METHYL-2-PROPENYLTRIMETHYLSILANE: SYNTHESIS OF 1,5-DIKETONES AND ANNELATION TO FUSED CYCLOHEXENONES

Acetonylation of α,β-enones can be achieved by either with (2-methyl-2-propenyl)trimethylsilane or with allyltrimethylsilane followed by oxidative cleavage of the double bond or by the Wacker reaction, respectively.Annelation of the 1,5-diketones is also