Alpha 2.0
Login Register
» Authors » Keith R Fandrick

Keith R Fandrick

Explore the profile of Keith R Fandrick including associated specialties, affiliations and a list of published articles. Areas
Snapshot
Articles 40
Citations 439
Followers 0
Related Specialties
Chemistry
Biochemistry
Top 10 Co-Authors
Chris H Senanayake
Heewon Lee
Nelu Grinberg
Jinhua J Song
Shengli Ma
Daniel R Fandrick
Bo Qu
Nathan K Yee
Carl A Busacca
Nizar Haddad
Published In
Org Lett
J Am Chem Soc
J Org Chem
Angew Chem Int Ed Engl
ACS Catal
Affiliations
Soon will be listed here.
Recent Articles
1.
A Noncoordinating Acid-Base Catalyst for the Mild and Nonreversible -Butylation of Alcohols and Phenols
Fandrick K, Patel N, Radomkit S, Chatterjee A, Braith S, Fandrick D, et al.
J Org Chem . 2021 Mar; 86(6):4877-4882. PMID: 33686865
A mild and nonreversible -butylation of alcohols and phenols can be achieved in high yields using the noncoordinating acid-base catalyst [bis(trifluoromethane)sulfonimide and 2,6-lutidine] with a -butylation reagent, -butyl 2,2,2-trichloroacetimidate. This...
2.
Computationally Assisted Mechanistic Investigation and Development of Pd-Catalyzed Asymmetric Suzuki-Miyaura and Negishi Cross-Coupling Reactions for Tetra-Substituted Biaryl Synthesis
Patel N, Sieber J, Tcyrulnikov S, Simmons B, Rivalti D, Duvvuri K, et al.
ACS Catal . 2018 Nov; 8(11):10190-10209. PMID: 30450265
Metal-catalyzed cross-coupling reactions are extensively employed in both academia and industry for the synthesis of biaryl derivatives for applications to both medicine and material science. Application of these methods to...
3.
Enantioselective Synthesis of α-(Hetero)aryl Piperidines through Asymmetric Hydrogenation of Pyridinium Salts and Its Mechanistic Insights
Qu B, Mangunuru H, Tcyrulnikov S, Rivalti D, Zatolochnaya O, Kurouski D, et al.
Org Lett . 2018 Feb; 20(5):1333-1337. PMID: 29461064
Enantioselective synthesis of α-aryl and α-heteroaryl piperidines is reported. The key step is an iridium-catalyzed asymmetric hydrogenation of substituted N-benzylpyridinium salts. High levels of enantioselectivity up to 99.3:0.7 er were...
4.
A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds
Zou Y, Gutierrez O, Sader A, Patel N, Fandrick D, Busacca C, et al.
Org Lett . 2017 Nov; 19(22):6064-6067. PMID: 29095633
A copper-catalyzed site-selective propargylation/allenylation reaction toward carbonyl compounds has been mechanistically investigated using a computational approach. Different reaction pathways and catalytic cycles were investigated. Control of the site selectivity arises...
5.
Development of a C NMR Chemical Shift Prediction Procedure Using B3LYP/cc-pVDZ and Empirically Derived Systematic Error Correction Terms: A Computational Small Molecule Structure Elucidation Method
Xin D, Sader C, Chaudhary O, Jones P, Wagner K, Tautermann C, et al.
J Org Chem . 2017 Apr; 82(10):5135-5145. PMID: 28398046
An accurate and efficient procedure was developed for performing C NMR chemical shift calculations employing density functional theory with the gauge invariant atomic orbitals (DFT-GIAO). Benchmarking analysis was carried out,...
6.
General and Stereoselective Method for the Synthesis of Sterically Congested and Structurally Diverse P-Stereogenic Secondary Phosphine Oxides
Han Z, Wu H, Xu Y, Zhang Y, Qu B, Li Z, et al.
Org Lett . 2017 Mar; 19(7):1796-1799. PMID: 28351151
A general and efficient method for the synthesis of bulky and structurally diverse P-stereogenic chiral secondary phosphine oxides (SPOs) by using readily available chiral amino alcohol templates is described. These...
7.
Systematic investigation of DFT-GIAO N NMR chemical shift prediction using B3LYP/cc-pVDZ: application to studies of regioisomers, tautomers, protonation states and N-oxides
Xin D, Sader C, Fischer U, Wagner K, Jones P, Xing M, et al.
Org Biomol Chem . 2017 Jan; 15(4):928-936. PMID: 28050610
The calculation of N NMR chemical shifts has been systematically investigated using density functional theory-gauge including/invariant atomic orbitals (DFT-GIAO) approximation at the B3LYP/cc-pVDZ level of theory. General linear regression terms...
8.
Copper-Catalyzed Asymmetric Propargylation of Cyclic Aldimines
Fandrick D, Hart C, Okafor I, Mercadante M, Sanyal S, Masters J, et al.
Org Lett . 2016 Dec; 18(23):6192-6195. PMID: 27934338
The copper-catalyzed asymmetric propargylation of cyclic aldimines is reported. The influence of the imine trimer to inhibit the reaction was identified, and equilibrium constants between the monomer and trimer were...
9.
Sequential C-H Arylation and Enantioselective Hydrogenation Enables Ideal Asymmetric Entry to the Indenopiperidine Core of an 11β-HSD-1 Inhibitor
Wei X, Qu B, Zeng X, Savoie J, Fandrick K, Desrosiers J, et al.
J Am Chem Soc . 2016 Nov; 138(47):15473-15481. PMID: 27794616
A concise asymmetric synthesis of an 11β-HSD-1 inhibitor has been achieved using inexpensive starting materials with excellent step-economy at low catalyst loadings. The catalytic enantioselective total synthesis of 1 was...
10.
Synthesis of Enantioenriched 2-Alkyl Piperidine Derivatives through Asymmetric Reduction of Pyridinium Salts
Qu B, Mangunuru H, Wei X, Fandrick K, Desrosiers J, Sieber J, et al.
Org Lett . 2016 Sep; 18(19):4920-4923. PMID: 27661252
An Ir-catalyzed enantioselective hydrogenation of 2-alkyl-pyridines has been developed using ligand MeO-BoQPhos. High levels of enantioselectivities up to 93:7 er were obtained. The resulting enantioenriched piperidines can be readily converted...