99512-42-2Relevant academic research and scientific papers
DBU-Catalyzed Ring-Opening and Retro-Claisen Fragmentation of Dihydropyranones
Axelsson, Anton,Hammarvid, Emmelie,Rahm, Martin,Sundén, Henrik
, p. 5436 - 5444 (2020/08/26)
We present a general protocol for the formal Michael addition of acetone to α,β-unsaturated esters and amides, a transformation difficult to perform using current methods. The protocol comprises of an amidine catalyzed relay ring-opening and fragmentation
Direct benzylation and allylic alkylation in high-temperature water without added catalysts
Hirashita, Tsunehisa,Kuwahara, Sho,Okochi, Sota,Tsuji, Makoto,Araki, Shuki
scheme or table, p. 1847 - 1851 (2010/09/07)
In high-temperature water a series of benzyl and allylic alcohols reacted with 1,3-dicarbonyl compounds and activated aromatic compounds to give the alkylated products without added catalysts.
Highly regioselective addition of an ester enolate equivalent to α,β-unsaturated ketones: Selective formation of both isomers derived from 1,2- and 1,4-additions using α-stannyl ester with additives
Yasuda,Matsukawa,Okamoto,Sako,Kitahara,Baba
, p. 2149 - 2150 (2007/10/03)
The reaction of α-stannyl ester with α,β-unsaturated ketones in the presence of stannous chloride (SnCl2) and chlorosilanes (Me3SiCl or Me2SiCl2) gave 1,2- and 1,4-addition products, respectively.
USE OF 1,3-DIOXIN-4-ONES AND THEIR RELATED COMPOUNDS IN SYNTHESIS. 27. NOVEL ASYMMETRIC HETERO-DIELS-ALDER REACTION USING CHIRAL SPIRO 5-METHYLENE-1,3-DIOXANE-4,6-DIONES HAVING 1-MENTHONE AT THE 2-POSITION
Sato, Masayuki,Kano, Kazuya,Kitazawa, Noritaka,Hisamichi, Hiroyuki,Kaneko, Chikara
, p. 1229 - 1232 (2007/10/02)
Diastereofacially selective hetero-Diels-Alder reaction of spiro (E or Z)-5-arylidene-1,3-dioxane-4,6-diones and 2-methoxypropene was studied.The dihydropyrans thus obtained were converted to optically active β-arylated δ-oxohexanoic acids.The diastereofa
3-Substituted-γ-butyrolactones from 5-Trimethylsilyl-2-cyclohexenone. Synthesis of (-)-Enterolactone
Asaoka, Morio,Fujii, Naoaki,Shima, Kunihisa,Takei, Hisashi
, p. 805 - 808 (2007/10/02)
1,4-Adducts of 5-trimethylsilyl-2-cyclohexenone (1) with Grignard reagents were converted to various hexanoate derivatives and γ-butyrolactones.Starting from optically pure 1, (-)-enterolactone (Factor X) was synthesized.
Enol Lactone Inhibitors of Serine Proteases. The Effect of Regiochemistry on the Inactivation Behavior of Phenyl-Substituted (Halomethylene)tetra- and -dihydrofuranones and (Halomethylene)tetrahydropyranones toward α-Chymotrypsin: Stable Acyl Enzyme Inter
Sofia, Michael J.,Katzenellenbogen, John A.
, p. 230 - 238 (2007/10/02)
We have found that α-aryl-substituted halo enol lactones (I and II) are effective mechanism-based inactivators for chymotrypsin.In this study, we have investigated, for comparative purposes, halo enol lactones with aryl functions situated β and γ to the l
ASYMMETRIC SYNTHESIS OF β-SUBSTITUTED δ-KETOESTERS VIA MICHAEL-ADDITIONS OF SAMP/RAMP-HYDRAZONES TO α,β-UNSATURATED ESTERS, VIRTUALLY COMPLETE 1.6-ASYMMETRIC INDUCTION
Enders, Dieter,Papadopoulos, Kyriakos
, p. 4967 - 4970 (2007/10/02)
A simple and efficient 3-step asymmetric synthesis of β-substituted δ-ketoesters 3 in 45-62percent overall chemical yield and >=96-ca.100percent ee is described.The key step is an asymmetric Michael-addition of lithiated methylketone-SAMP- or RAMP-hydrazones to α,β-unsaturated esters 2 with virtually complete 1.6-asymmetric induction.
