97372-52-6Relevant academic research and scientific papers
Preparation of [kisantorizoru[kisantorizoru]
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Paragraph 0076-0078, (2020/09/12)
[Problem] an easy operation, can be obtained in a high yield of high-purity [kisantorizoru[kisantorizoru][kisantorizoru[kisantorizoru] preparation. [Solution] a method for preparing [kisantorizoru[kisantorizoru], amino acids in the presence of a condensation agent in a solvent extract curcuma [kisantoriza[kisantoriza] · stirring, the reaction mixture obtained in the step [kisantorizoruamino[kisantorizoruamino] acid ester, the reaction mixture, a mixture solution was prepared by adding ester-based solvent, the mixture was extracted with water under acidic conditions process, and the water contained in the hydrolyzed ester is extracted [kisantorizoruamino[kisantorizoruamino] extract, [kisantorizoru[kisantorizoru] comprises obtaining, [kisantorizoru[kisantorizoru] preparation. [Drawing] no
Cobalt-Catalyzed Enantioselective Negishi Cross-Coupling of Racemic α-Bromo Esters with Arylzincs
Liu, Feipeng,Zhong, Jiangchun,Zhou, Yun,Gao, Zidong,Walsh, Patrick J.,Wang, Xueyang,Ma, Sijie,Hou, Shicong,Liu, Shangzhong,Wang, Minan,Wang, Min,Bian, Qinghua
supporting information, p. 2059 - 2064 (2018/02/14)
The first cobalt-catalyzed enantioselective Negishi cross-coupling reaction, and the first arylation of α-halo esters with arylzinc halides, are disclosed. Employing a cobalt-bisoxazoline catalyst, various α-arylalkanoic esters were synthesized in excellent enantioselectivities and yields (up to 97 % ee and 98 % yield). A diverse range of functional groups, including ether, halide, thioether, silyl, amine, ester, acetal, amide, olefin and heteroaromatics is tolerated by this method. This method was suitable for gram-scale reactions, enabling the synthesis of (R)-xanthorrhizol with high enantiopurity. Radical clock experiments support the intermediacy of radicals.
Preparation and use of enantioenriched 2-aryl-propylsulfonylbenzene derivatives as valuable building blocks for the enantioselective synthesis of bisabolane sesquiterpenes
Serra, Stefano
, p. 1561 - 1572 (2015/02/05)
We have demonstrated that different enantioenriched 2-arylpropylsufonylbenzene derivatives are very useful building blocks for the synthesis of aromatic bisabolane sesquiterpenes. Their preparation and the exploitation of their chemical reactivity have been comprehensively investigated. Accordingly, the naturally occurring bisabolane sesquiterpenes (-)-curcuphenol, (-)-xanthorrhizol, (+)-glandulone A, (+)-curcudiol, (+)-turmerone and (+)-curcudiol-10-one were synthesized in high enantiomeric purity. It is worth noting that the compounds (+)-curcudiol-10-one and (+)-glandulone A were prepared in enantioenriched form for the first time. Through the proposed synthetic approaches, we were able to confirm both chemical structures and the absolute configurations previously assigned to the two aforementioned sesquiterpenes.
Enantioselective iridium-catalyzed hydrogenation of β,γ- unsaturated carboxylic acids: An efficient approach to chiral 4-alkyl-4-aryl butanoic acids
Song, Song,Zhu, Shou-Fei,Yang, Shuang,Li, Shen,Zhou, Qi-Lin
supporting information; experimental part, p. 2708 - 2711 (2012/04/17)
Chiral acids: A highly enantioselective iridium-catalyzed hydrogenation of β,γ-unsaturated carboxylic acids is developed for the preparation of chiral 4-alkyl-4-aryl butanoic acids (see scheme). Copyright
The first enantiospecific synthesis of (-)-heritol: absolute configuration determination
Chavan, Subhash P.,Thakkar, Mahesh,Kalkote, Uttam R.
, p. 643 - 646 (2007/10/03)
The first enantiospecific synthesis of (-)-heritol, from naturally occurring (R)-(+)-citronellal and confirmation of its absolute configuration, is described.
An enantiospecific synthesis of (+)-isoparvifolinone and (-)-parvifoline
Chavan, Subhash P.,Thakkar, Mahesh,Kalkote, Uttam R.
, p. 535 - 537 (2007/10/03)
An enantiospecific synthesis of (+)-isoparvifolinone and (-)-parvifoline, from naturally occurring (R)-(+)-citronellal, employing intramolecular Friedel-Crafts acylation as the key step, is described.
Synthesis of (R)-curcumene and (R)-xanthorrizol based on 1,2-aryl migration via phenonium ion
Ehara, Takeru,Tanikawa, Shin,Ono, Machiko,Akita, Hiroyuki
, p. 1361 - 1364 (2008/03/11)
Solvolysis reaction of methyl (4S,5S)-4-(4′-methoxyphenyl)-5- tosyloxy-2(E)-hexenoate 5 in water-saturated MeNO2 gave the 1,2-migration product, (4S,5S)-5-hydroxy-4-(4′-methoxyphenyl)-2-(E)- hexenoate 6 (55% yield), which was converted to methyl (R)-(4′- methylphenyl)hexanoate 11 in 25% overall yield (5 steps). Treatment of (R)-11 with MeLi gave tertiary alcohol congener 12, which was subjected to dehydration to afford (R)-(-)-curcumene 1. An introduction of hydroxyl group at meta-position of the aromatic ring in (R)-11 was achieved based on consecutive treatment [1) selective iodination, 2) conversion of aryl iodide to aryl boronate, 3) conversion of aryl boronate to phenol]. Thus obtained phenol (R)-16 was treated with MeLi to give tertiary alcohol congener 17, which was subjected to dehydration to afford (R)-(-)-xanthorrizol 2.
Baker's yeast-mediated enantioselective synthesis of the bisabolane sesquiterpenes (+)-curcuphenol, (+)-xanthorrhizol, (-)-curcuquinone and (+)-curcuhydroquinone
Fuganti, Claudio,Serra, Stefano
, p. 3758 - 3764 (2007/10/03)
Fermenting baker's yeast converts the unsaturated aldehydes 5a-c into the saturated alcohols 6a-c, respectively. The microbial saturation of substrates adsorbed on a nonpolar resin proceeds in high chemical yields and shows complete enantioselectivity in the formation of the (S)-(+) isomers. Enantiopure 6a-c are versatile chiral building blocks for the synthesis of bisabolane sesquiterpenes. Their usefulness is shown in the preparation of (S)-(+)-curcuphenol, (S)-(+)-xanthorrhizol, (S)-(-)-curcuquinone and (S)-(+)-curcuhydroquinone. The Royal Society of Chemistry 2000.
An enantiocontrolled total synthesis of (-)-xanthorrhizol
Sato, Kenji,Bando, Toshikazu,Shindo, Mitsuru,Shishido, Kozo
, p. 11 - 15 (2007/10/03)
An efficient and enantiocontrolled total synthesis of natural (-)- xanthorrhizol (3) has been accomplished by employing the lipase-mediated asymmetric acetylation of the σ-symmetrical prochiral 2-aryl-1,3-propanediol (7) leading to the formation of the optically enriched monoacetate (6) as the key step.
