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Showing results for stereocenter
Your search for spermocenter retrieved no results
From Three- to Six-Membered Heterocycles Bearing a Quaternary Stereocenter: an Asymmetric Organocatalytic Approach.
Lattanzi A. Lattanzi A. Chem Rec. 2023 May;23(5):e202300066. doi: 10.1002/tcr.202300066. Epub 2023 Apr 12. Chem Rec. 2023. PMID: 37042434 Review.
The development of procedures useful to form quaternary stereocenters stands out as a highly challenging task in asymmetric synthesis. ...In this account, our achievements, spanning over a decade, on asymmetric methodologies to access novel three-, five-, six-membered hete …
The development of procedures useful to form quaternary stereocenters stands out as a highly challenging task in asymmetric synthesis …
Remote Stereocenter through Amide-Directed, Rhodium-Catalyzed Enantioselective Hydroboration of Unactivated Internal Alkenes.
Zhao W, Chen KZ, Li AZ, Li BJ. Zhao W, et al. J Am Chem Soc. 2022 Jul 27;144(29):13071-13078. doi: 10.1021/jacs.2c05993. Epub 2022 Jul 13. J Am Chem Soc. 2022. PMID: 35830595
Despite the frequent occurrence of gamma-branched amines in bioactive molecules, the direct catalytic asymmetric synthesis of this structural motif containing a remote stereocenter remains an important synthetic challenge. Here, we report an amide-directed, rhodium-catalyz …
Despite the frequent occurrence of gamma-branched amines in bioactive molecules, the direct catalytic asymmetric synthesis of this structura …
Catalytic Enantioselective Entry to Triflones Featuring a Quaternary Stereocenter.
Franco F, Meninno S, Overgaard J, Rossi S, Benaglia M, Lattanzi A. Franco F, et al. Org Lett. 2022 Jun 24;24(24):4371-4376. doi: 10.1021/acs.orglett.2c01589. Epub 2022 Jun 10. Org Lett. 2022. PMID: 35687515 Free PMC article.
A highly enantioselective one-pot synthesis of functionalized triflones, bearing a quaternary stereocenter, has been developed, exploiting the Michael reaction of alpha-(trifluoromethylsulfonyl) aryl acetic acid esters with N-acryloyl-1H-pyrazole catalyzed by commercially …
A highly enantioselective one-pot synthesis of functionalized triflones, bearing a quaternary stereocenter, has been developed, explo …
Stereochemical Editing.
Tan G, Glorius F. Tan G, et al. Angew Chem Int Ed Engl. 2023 Mar 6;62(11):e202217840. doi: 10.1002/anie.202217840. Epub 2023 Jan 16. Angew Chem Int Ed Engl. 2023. PMID: 36576752 Review.
Stereochemical editing has recently risen to prominence, allowing the direct editing of organic molecules with stereocenter(s) to adjust their relative stereochemistry at a late-stage. ...
Stereochemical editing has recently risen to prominence, allowing the direct editing of organic molecules with stereocenter(s) to adj …
General chemoenzymatic route to two-stereocenter triketides employing assembly line ketoreductases.
Zhang Z , Cepeda AJ , Robles ML , Hirsch M , Kumru K , Zhou JA , Keatinge-Clay AT . Zhang Z , et al. Chem Commun (Camb). 2019 Dec 17;56(1):157-160. doi: 10.1039/c9cc07966a. Chem Commun (Camb). 2019. PMID: 31799975 Free PMC article.
Here, their synthetic logic is employed to chemoenzymatically generate two-stereocenter triketides. Each of the four stereoisomers was constructed in a stereocontrolled manner using C-acylation and two PKS ketoreductases possessing opposite stereoselectivities....
Here, their synthetic logic is employed to chemoenzymatically generate two-stereocenter triketides. Each of the four stereoisomers wa …
Catalytic Asymmetric Synthesis of Troger's Base Analogues with Nitrogen Stereocenter.
Ma C, Sun Y, Yang J, Guo H, Zhang J. Ma C, et al. ACS Cent Sci. 2023 Jan 4;9(1):64-71. doi: 10.1021/acscentsci.2c01121. eCollection 2023 Jan 25. ACS Cent Sci. 2023. PMID: 36712492 Free PMC article.
Nitrogen stereocenters are common chiral units in natural products, pharmaceuticals, and chiral catalysts. However, their research has lagged largely behind, compared with carbon stereocenters and other heteroatom stereocenters. Herein, we report an efficient …
Nitrogen stereocenters are common chiral units in natural products, pharmaceuticals, and chiral catalysts. However, their research ha …
Mathematical Relationships of Individual Stereocenter er Values to dr Values.
Herrera BT, Lin CY, Wright AM, Moor SR, Anslyn EV. Herrera BT, et al. J Org Chem. 2019 May 3;84(9):5922-5926. doi: 10.1021/acs.joc.9b00447. Epub 2019 Apr 9. J Org Chem. 2019. PMID: 30925217 Free PMC article.
A mathematical relationship is derived for relating the enantiomeric ratios (er values) of two individual stereocenters within a single chiral molecule to the diastereomeric ratio (dr). ...Thus, with these circumstances in mind, we give mathematical relationships for deter …
A mathematical relationship is derived for relating the enantiomeric ratios (er values) of two individual stereocenters within a sing …
Enantioselective construction of a tetrasubstituted stereocenter in isoindolinones via an organocatalyzed reaction between ketones and 3-hydroxyisoindolinones.
Matišić M, Gredičak M. Matišić M, et al. Chem Commun (Camb). 2021 Dec 14;57(99):13546-13549. doi: 10.1039/d1cc05761h. Chem Commun (Camb). 2021. PMID: 34842247
In a reaction catalyzed by a chiral phosphoric acid, a broad range of ketones and in situ generated ketimines afforded isoindolinone derivatives comprising a tetrasubstituted stereocenter in high yields and enantioselectivities. The developed methodology is also suitable f …
In a reaction catalyzed by a chiral phosphoric acid, a broad range of ketones and in situ generated ketimines afforded isoindolinone derivat …
Construction of Acyclic All-Carbon Quaternary Stereocenter Based on Asymmetric Michael Addition of Chiral Amine.
Niki A, Ozeki M, Kuse A, Nakagawa S, Aoki S, Shigeta T, Kajimoto T, Iwasaki H, Kojima N, Arimitsu K, Hosoi S, Node M, Yamashita M, Kawasaki I. Niki A, et al. Chem Pharm Bull (Tokyo). 2021;69(9):926-930. doi: 10.1248/cpb.c21-00436. Chem Pharm Bull (Tokyo). 2021. PMID: 34470957 Free article.
Acyclic asymmetric quaternary stereocenters, which are composed of four carbon-carbon bonds, were finely constructed by utilizing a face-selective alkylation of enolate intermediates derived from an asymmetric Michael addition reaction of a chiral lithium amide with trisub …
Acyclic asymmetric quaternary stereocenters, which are composed of four carbon-carbon bonds, were finely constructed by utilizing a f …
A Three-Step Process to Facilitate the Enantioselective Assembly of Cis-Fused Octahydrophenanthrenes with a Quaternary Stereocenter.
Li LP, Han JQ, Liu YT, Yang F, Wu X, Xie JH, Zhou QL. Li LP, et al. Org Lett. 2022 Apr 15;24(14):2590-2595. doi: 10.1021/acs.orglett.2c00451. Epub 2022 Mar 31. Org Lett. 2022. PMID: 35357843
A three-step process for the enantioselective assembly of cis-fused octahydrophenanthrenes with a quaternary stereocenter is reported. This synthetic strategy relies on a regioselective gamma-alkylation, a one-pot sequence of asymmetric hydrogenation and oxidation, and an …
A three-step process for the enantioselective assembly of cis-fused octahydrophenanthrenes with a quaternary stereocenter is reported …
4,160 results