30199-27-0Relevant academic research and scientific papers
Iron-Catalyzed Highly Enantioselective Hydrogenation of Alkenes
Lu, Dongpo,Lu, Peng,Lu, Zhan,Ren, Xiang,Sun, Yufeng,Xu, Haofeng
, p. 12433 - 12438 (2021/08/23)
Here, we reported for the first time an iron-catalyzed highly enantioselective hydrogenation of minimally functionalized 1,1-disubstituted alkenes to access chiral alkanes with full conversion and excellent ee. A novel chiral 8-oxazoline iminoquinoline ligand and its iron complex have been designed and synthesized. This protocol is operationally simple by using 1 atm of hydrogen gas and shows good functional group tolerance. A primary mechanism has been proposed by the deuterium-labeling experiments.
Method for preparing chiral alkyl compound by catalyzing asymmetric hydrogenation reaction of olefin with iron complex catalyst
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Paragraph 0145-0147, (2021/05/29)
The invention discloses a method for preparing a chiral alkyl compound by catalyzing asymmetric hydrogenation reaction of olefin with an iron complex catalyst, which comprises the steps of by taking disubstituted olefin as shown in a formula I defined in
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
, 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
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.
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.
Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol
Sirat, Hasnah M.,Hong, Ngai Mun,Jauri, Muhd Haffiz
, p. 457 - 460 (2008/02/04)
(-)-Xanthorrhizol (1) isolated from the rhizomes of Curcuma xanthorrhiza has been transformed to several bisabolane-type sesquiterpenoids, in a stereoselective manner. 10R- and 10S-10,11-dihydro-10,11-dihydroxyxanthorrhizols (2, 3), (-)-curcuquinone (4),
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.
