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Items: 1 to 50 of 201

1.

Concise total syntheses of (-)-jorunnamycin A and (-)-jorumycin enabled by asymmetric catalysis.

Welin ER, Ngamnithiporn A, Klatte M, Lapointe G, Pototschnig GM, McDermott MSJ, Conklin D, Gilmore CD, Tadross PM, Haley CK, Negoro K, Glibstrup E, Grünanger CU, Allan KM, Virgil SC, Slamon DJ, Stoltz BM.

Science. 2019 Jan 18;363(6424):270-275. doi: 10.1126/science.aav3421. Epub 2018 Dec 20.

PMID:
30573544
2.

The CryoEM Method MicroED as a Powerful Tool for Small Molecule Structure Determination.

Jones CG, Martynowycz MW, Hattne J, Fulton TJ, Stoltz BM, Rodriguez JA, Nelson HM, Gonen T.

ACS Cent Sci. 2018 Nov 28;4(11):1587-1592. doi: 10.1021/acscentsci.8b00760. Epub 2018 Nov 2.

3.

Intramolecular Hydrogen Shift Chemistry of Hydroperoxy-Substituted Peroxy Radicals.

Praske E, Otkjær RV, Crounse JD, Hethcox JC, Stoltz BM, Kjaergaard HG, Wennberg PO.

J Phys Chem A. 2019 Jan 17;123(2):590-600. doi: 10.1021/acs.jpca.8b09745. Epub 2019 Jan 7.

PMID:
30547575
4.

Concise Syntheses of Δ12-Prostaglandin J Natural Products via Stereoretentive Metathesis.

Li J, Ahmed TS, Xu C, Stoltz BM, Grubbs RH.

J Am Chem Soc. 2018 Dec 12. doi: 10.1021/jacs.8b12816. [Epub ahead of print]

PMID:
30537831
5.

New directions in natural product synthesis.

Davies HML, Itami K, Stoltz BM.

Chem Soc Rev. 2018 Oct 29;47(21):7828-7829. doi: 10.1039/c8cs90115e. No abstract available.

PMID:
30345443
6.

Catalyst-Controlled Selective Functionalization of Unactivated C-H Bonds in the Presence of Electronically Activated C-H Bonds.

Liu W, Ren Z, Bosse AT, Liao K, Goldstein EL, Bacsa J, Musaev DG, Stoltz BM, Davies HML.

J Am Chem Soc. 2018 Sep 26;140(38):12247-12255. doi: 10.1021/jacs.8b07534. Epub 2018 Sep 17.

PMID:
30222321
7.

Palladium-Catalyzed Enantioselective Csp3-Csp3 Cross-Coupling for the Synthesis of (Poly)fluorinated Chiral Building Blocks.

Lu Y, Goldstein EL, Stoltz BM.

Org Lett. 2018 Sep 21;20(18):5657-5660. doi: 10.1021/acs.orglett.8b02369. Epub 2018 Sep 5.

PMID:
30183315
8.

Synergistic O3 + OH oxidation pathway to extremely low-volatility dimers revealed in β-pinene secondary organic aerosol.

Kenseth CM, Huang Y, Zhao R, Dalleska NF, Hethcox JC, Stoltz BM, Seinfeld JH.

Proc Natl Acad Sci U S A. 2018 Aug 14;115(33):8301-8306. doi: 10.1073/pnas.1804671115. Epub 2018 Aug 3.

9.

General and Practical Potassium Methoxide/Disilane-Mediated Dehalogenative Deuteration of (Hetero)Arylhalides.

Wang X, Zhu MH, Schuman DP, Zhong D, Wang WY, Wu LY, Liu W, Stoltz BM, Liu WB.

J Am Chem Soc. 2018 Sep 5;140(35):10970-10974. doi: 10.1021/jacs.8b07597. Epub 2018 Aug 22.

PMID:
30075628
10.

Catalytic Enantioselective Synthesis of Acyclic Quaternary Centers: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Acyclic Enol Carbonates.

Alexy EJ, Zhang H, Stoltz BM.

J Am Chem Soc. 2018 Aug 15;140(32):10109-10112. doi: 10.1021/jacs.8b05560. Epub 2018 Aug 2.

PMID:
30049213
11.

Correction to A Comprehensive History of Arynes in Natural Product Total Synthesis.

Tadross PM, Stoltz BM.

Chem Rev. 2018 Jul 25;118(14):6924. doi: 10.1021/acs.chemrev.8b00367. Epub 2018 Jul 3. No abstract available.

PMID:
29969015
12.

Total Synthesis of the Norhasubanan Alkaloid Stephadiamine.

Hartrampf N, Winter N, Pupo G, Stoltz BM, Trauner D.

J Am Chem Soc. 2018 Jul 18;140(28):8675-8680. doi: 10.1021/jacs.8b01918. Epub 2018 Jul 9.

PMID:
29889502
13.

Enantioselective Synthesis of Vicinal All-Carbon Quaternary Centers via Iridium-Catalyzed Allylic Alkylation.

Hethcox JC, Shockley SE, Stoltz BM.

Angew Chem Int Ed Engl. 2018 Jul 9;57(28):8664-8667. doi: 10.1002/anie.201804820. Epub 2018 Jun 11.

PMID:
29750856
14.

Nickel-catalyzed enantioselective allylic alkylation of lactones and lactams with unactivated allylic alcohols.

Ngamnithiporn A, Jette CI, Bachman S, Virgil SC, Stoltz BM.

Chem Sci. 2018 Jan 24;9(9):2547-2551. doi: 10.1039/c7sc05216b. eCollection 2018 Mar 7.

15.

Enantioselective palladium-catalyzed allylic alkylation reactions in the synthesis of Aspidosperma and structurally related monoterpene indole alkaloids.

Pritchett BP, Stoltz BM.

Nat Prod Rep. 2018 Jun 20;35(6):559-574. doi: 10.1039/c7np00069c. Review.

PMID:
29658039
16.
17.

Cyanthiwigin Natural Product Core as a Complex Molecular Scaffold for Comparative Late-Stage C-H Functionalization Studies.

Kim KE, Adams AM, Chiappini ND, Du Bois J, Stoltz BM.

J Org Chem. 2018 Mar 16;83(6):3023-3033. doi: 10.1021/acs.joc.7b03291. Epub 2018 Jan 31.

PMID:
29313681
18.

Wolff/Cope Approach to the AB Ring of the Sesterterpenoid Variecolin.

Krout MR, Henry CE, Jensen T, Wu KL, Virgil SC, Stoltz BM.

J Org Chem. 2018 Jul 6;83(13):6995-7009. doi: 10.1021/acs.joc.7b02972. Epub 2018 Jan 23.

PMID:
29298482
19.

Total Synthesis of (±)-Phomoidride D.

Leung JC, Bedermann AA, Njardarson JT, Spiegel DA, Murphy GK, Hama N, Twenter BM, Dong P, Shirahata T, McDonald IM, Inoue M, Taniguchi N, McMahon TC, Schneider CM, Tao N, Stoltz BM, Wood JL.

Angew Chem Int Ed Engl. 2018 Feb 12;57(7):1991-1994. doi: 10.1002/anie.201712369. Epub 2018 Jan 17.

PMID:
29286556
20.

Atmospheric autoxidation is increasingly important in urban and suburban North America.

Praske E, Otkjær RV, Crounse JD, Hethcox JC, Stoltz BM, Kjaergaard HG, Wennberg PO.

Proc Natl Acad Sci U S A. 2018 Jan 2;115(1):64-69. doi: 10.1073/pnas.1715540115. Epub 2017 Dec 18.

21.

Isocanthine Synthesis via Rh(III)-Catalyzed Intramolecular C-H Functionalization.

Chen AY, Lu Q, Fu Y, Sarpong R, Stoltz BM, Zhang H.

J Org Chem. 2018 Jan 5;83(1):330-337. doi: 10.1021/acs.joc.7b02731. Epub 2017 Dec 8.

PMID:
29182872
22.

Model Studies To Access the [6,7,5,5]-Core of Ineleganolide Using Tandem Translactonization-Cope or Cyclopropanation-Cope Rearrangements as Key Steps.

Roizen JL, Jones AC, Smith RC, Virgil SC, Stoltz BM.

J Org Chem. 2017 Dec 15;82(24):13051-13067. doi: 10.1021/acs.joc.7b02030. Epub 2017 Nov 21.

23.

Catalytic Reduction of Alkyl and Aryl Bromides Using Propan-2-ol.

Haibach MC, Stoltz BM, Grubbs RH.

Angew Chem Int Ed Engl. 2017 Nov 20;56(47):15123-15126. doi: 10.1002/anie.201708800. Epub 2017 Oct 24.

PMID:
28975686
24.

Sequential Ruthenium Catalysis for Olefin Isomerization and Oxidation: Application to the Synthesis of Unusual Amino Acids.

Liniger M, Liu Y, Stoltz BM.

J Am Chem Soc. 2017 Oct 4;139(39):13944-13949. doi: 10.1021/jacs.7b08496. Epub 2017 Sep 25.

25.

Enantioselective Pd-Catalyzed Decarboxylative Allylic Alkylation of Thiopyranones. Access to Acyclic, Stereogenic α-Quaternary Ketones.

Alexy EJ, Virgil SC, Bartberger MD, Stoltz BM.

Org Lett. 2017 Oct 6;19(19):5007-5009. doi: 10.1021/acs.orglett.7b02354. Epub 2017 Sep 13.

26.

Progress towards the total synthesis of hamigerans C and D: a direct approach to an elaborated 6-7-5 carbocyclic core.

Duquette DC, Jensen T, Stoltz BM.

J Antibiot (Tokyo). 2018 Feb;71(2):263-267. doi: 10.1038/ja.2017.96. Epub 2017 Sep 6.

27.

Enantioselective Catalysis Coupled with Stereodivergent Cyclization Strategies Enables Rapid Syntheses of (+)-Limaspermidine and (+)-Kopsihainanine A.

Pritchett BP, Donckele EJ, Stoltz BM.

Angew Chem Int Ed Engl. 2017 Oct 2;56(41):12624-12627. doi: 10.1002/anie.201707304. Epub 2017 Sep 5.

28.

Asymmetric Synthesis of All-Carbon Quaternary Spirocycles via a Catalytic Enantioselective Allylic Alkylation Strategy.

Shockley SE, Hethcox JC, Stoltz BM.

Tetrahedron Lett. 2017 Aug 23;58(34):3341-3343. doi: 10.1016/j.tetlet.2017.07.022. Epub 2017 Jul 5.

29.

Enantioselective Synthesis of Acyclic α-Quaternary Carboxylic Acid Derivatives through Iridium-Catalyzed Allylic Alkylation.

Shockley SE, Hethcox JC, Stoltz BM.

Angew Chem Int Ed Engl. 2017 Sep 11;56(38):11545-11548. doi: 10.1002/anie.201707015. Epub 2017 Aug 9.

30.

Enantioselective Total Synthesis of Nigelladine A via Late-Stage C-H Oxidation Enabled by an Engineered P450 Enzyme.

Loskot SA, Romney DK, Arnold FH, Stoltz BM.

J Am Chem Soc. 2017 Aug 2;139(30):10196-10199. doi: 10.1021/jacs.7b05196. Epub 2017 Jul 24.

31.

A FISCHER INDOLIZATION STRATEGY TOWARD THE TOTAL SYNTHESIS OF (-)-GONIOMITINE.

Pritchett BP, Kikuchi J, Numajiri Y, Stoltz BM.

Heterocycles. 2017;95(2):1245-1253. doi: 10.3987/COM-16-S(S)80. Epub 2017 Feb 15.

32.

Iridium-Catalyzed Diastereo-, Enantio-, and Regioselective Allylic Alkylation with Prochiral Enolates.

Hethcox JC, Shockley SE, Stoltz BM.

ACS Catal. 2016 Sep 2;6(9):6207-6213. doi: 10.1021/acscatal.6b01886. Epub 2016 Aug 17. No abstract available.

33.

Enantioselective Construction of Acyclic Quaternary Carbon Stereocenters: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Amide Enolates.

Starkov P, Moore JT, Duquette DC, Stoltz BM, Marek I.

J Am Chem Soc. 2017 Jul 19;139(28):9615-9620. doi: 10.1021/jacs.7b04086. Epub 2017 Jul 7.

34.

Polycyclic Furanobutenolide-Derived Cembranoid and Norcembranoid Natural Products: Biosynthetic Connections and Synthetic Efforts.

Craig RA 2nd, Stoltz BM.

Chem Rev. 2017 Jun 28;117(12):7878-7909. doi: 10.1021/acs.chemrev.7b00083. Epub 2017 May 18. Review.

35.

Ionic and Neutral Mechanisms for C-H Bond Silylation of Aromatic Heterocycles Catalyzed by Potassium tert-Butoxide.

Banerjee S, Yang YF, Jenkins ID, Liang Y, Toutov AA, Liu WB, Schuman DP, Grubbs RH, Stoltz BM, Krenske EH, Houk KN, Zare RN.

J Am Chem Soc. 2017 May 24;139(20):6880-6887. doi: 10.1021/jacs.6b13032. Epub 2017 May 12.

PMID:
28462580
36.

Potassium tert-Butoxide-Catalyzed Dehydrogenative C-H Silylation of Heteroaromatics: A Combined Experimental and Computational Mechanistic Study.

Liu WB, Schuman DP, Yang YF, Toutov AA, Liang Y, Klare HFT, Nesnas N, Oestreich M, Blackmond DG, Virgil SC, Banerjee S, Zare RN, Grubbs RH, Houk KN, Stoltz BM.

J Am Chem Soc. 2017 May 24;139(20):6867-6879. doi: 10.1021/jacs.6b13031. Epub 2017 May 12.

PMID:
28403611
37.

Enantioselective Iridium-Catalyzed Allylic Alkylation Reactions of Masked Acyl Cyanide Equivalents.

Hethcox JC, Shockley SE, Stoltz BM.

Org Lett. 2017 Apr 7;19(7):1527-1529. doi: 10.1021/acs.orglett.7b00449. Epub 2017 Mar 14.

38.

Enantioselective, Convergent Synthesis of the Ineleganolide Core by a Tandem Annulation Cascade.

Craig RA 2nd, Roizen JL, Smith RC, Jones AC, Virgil SC, Stoltz BM.

Chem Sci. 2017 Jan 1;8(1):507-514. doi: 10.1039/C6SC03347D. Epub 2016 Aug 17.

39.

Oxidative Fragmentations and Skeletal Rearrangements of Oxindole Derivatives.

Klare HF, Goldberg AF, Duquette DC, Stoltz BM.

Org Lett. 2017 Mar 3;19(5):988-991. doi: 10.1021/acs.orglett.6b03789. Epub 2017 Feb 14.

PMID:
28195736
40.
41.

Enantioselective Synthesis of Caprolactam and Enone Precursors to the Heterocyclic DEFG Ring System of Zoanthenol.

Bagdanoff JT, Behenna DC, Stockdill JL, Stoltz BM.

European J Org Chem. 2016 Apr;2016(12):2101-2104. doi: 10.1002/ejoc.201600223. Epub 2016 Apr 19.

42.

Alkali Metal-Hydroxide-Catalyzed C(sp)-H Bond silylation.

Toutov AA, Betz KN, Schuman DP, Liu WB, Fedorov A, Stoltz BM, Grubbs RH.

J Am Chem Soc. 2017 Feb 1;139(4):1668-1674. doi: 10.1021/jacs.6b12114. Epub 2017 Jan 20.

PMID:
28026952
43.

Iridium-Catalyzed Stereoselective Allylic Alkylation Reactions with Crotyl Chloride.

Hethcox JC, Shockley SE, Stoltz BM.

Angew Chem Int Ed Engl. 2016 Dec 23;55(52):16092-16095. doi: 10.1002/anie.201609960. Epub 2016 Nov 28.

44.

Enantioconvergent catalysis.

Mohr JT, Moore JT, Stoltz BM.

Beilstein J Org Chem. 2016 Sep 16;12:2038-2045. eCollection 2016. Review.

45.

A Second-Generation Synthesis of the Cyanthiwigin Natural Product Core.

Kim KE, Stoltz BM.

Org Lett. 2016 Nov 4;18(21):5720-5723. Epub 2016 Oct 20.

PMID:
27762136
46.

Palladium-Catalyzed Aerobic Intramolecular Aminoacetoxylation of Alkenes Enabled by Catalytic Nitrate.

Li J, Grubbs RH, Stoltz BM.

Org Lett. 2016 Nov 4;18(21):5449-5451. Epub 2016 Oct 18.

47.

Catalytic Anti-Markovnikov Transformations of Hindered Terminal Alkenes Enabled by Aldehyde-Selective Wacker-Type Oxidation.

Kim KE, Li J, Grubbs RH, Stoltz BM.

J Am Chem Soc. 2016 Oct 12;138(40):13179-13182. Epub 2016 Sep 30.

PMID:
27670712
48.

Enantioselective Pd-Catalyzed Allylic Alkylation Reactions of Dihydropyrido[1,2-a]indolone Substrates: Efficient Syntheses of (-)-Goniomitine, (+)-Aspidospermidine, and (-)-Quebrachamine.

Pritchett BP, Kikuchi J, Numajiri Y, Stoltz BM.

Angew Chem Int Ed Engl. 2016 Oct 17;55(43):13529-13532. doi: 10.1002/anie.201608138. Epub 2016 Sep 26.

49.

Catalytic enantioselective total synthesis of (+)-eucomic acid.

Estipona BI, Pritchett BP, Craig RA 2nd, Stoltz BM.

Tetrahedron. 2016 Jun 30;72(26):3707-3712. Epub 2016 Mar 2.

50.

Escherichia coli K1 Modulates Peroxisome Proliferator-Activated Receptor γ and Glucose Transporter 1 at the Blood-Brain Barrier in Neonatal Meningitis.

Krishnan S, Chang AC, Stoltz BM, Prasadarao NV.

J Infect Dis. 2016 Oct 1;214(7):1092-104. doi: 10.1093/infdis/jiw306. Epub 2016 Jul 24.

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