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Items: 1 to 50 of 131

1.

Copper-Catalyzed Trifluoromethylation of Alkyl Bromides.

Kornfilt DJP, MacMillan DWC.

J Am Chem Soc. 2019 May 1;141(17):6853-6858. doi: 10.1021/jacs.9b03024. Epub 2019 Apr 18.

PMID:
30983333
2.

Metallaphotoredox-Catalyzed Cross-Electrophile Csp3-Csp3 Coupling of Aliphatic Bromides.

Smith RT, Zhang X, Rincón JA, Agejas J, Mateos C, Barberis M, García-Cerrada S, de Frutos O, MacMillan DWC.

J Am Chem Soc. 2018 Dec 19;140(50):17433-17438. doi: 10.1021/jacs.8b12025. Epub 2018 Dec 10.

PMID:
30516995
3.

Direct arylation of strong aliphatic C-H bonds.

Perry IB, Brewer TF, Sarver PJ, Schultz DM, DiRocco DA, MacMillan DWC.

Nature. 2018 Aug;560(7716):70-75. doi: 10.1038/s41586-018-0366-x. Epub 2018 Aug 1.

4.

Metallaphotoredox Difluoromethylation of Aryl Bromides.

Bacauanu V, Cardinal S, Yamauchi M, Kondo M, Fernández DF, Remy R, MacMillan DWC.

Angew Chem Int Ed Engl. 2018 Sep 17;57(38):12543-12548. doi: 10.1002/anie.201807629. Epub 2018 Aug 28.

PMID:
30067304
5.

Decarboxylative sp3 C-N coupling via dual copper and photoredox catalysis.

Liang Y, Zhang X, MacMillan DWC.

Nature. 2018 Jul;559(7712):83-88. doi: 10.1038/s41586-018-0234-8. Epub 2018 Jun 20.

6.

A radical approach to the copper oxidative addition problem: Trifluoromethylation of bromoarenes.

Le C, Chen TQ, Liang T, Zhang P, MacMillan DWC.

Science. 2018 Jun 1;360(6392):1010-1014. doi: 10.1126/science.aat4133.

PMID:
29853683
7.

Decarboxylative Trifluoromethylation of Aliphatic Carboxylic Acids.

Kautzky JA, Wang T, Evans RW, MacMillan DWC.

J Am Chem Soc. 2018 May 30;140(21):6522-6526. doi: 10.1021/jacs.8b02650. Epub 2018 May 21.

8.

Decarboxylative Hydroalkylation of Alkynes.

Till NA, Smith RT, MacMillan DWC.

J Am Chem Soc. 2018 May 2;140(17):5701-5705. doi: 10.1021/jacs.8b02834. Epub 2018 Apr 20.

PMID:
29664294
9.

Selective Hydrogen Atom Abstraction through Induced Bond Polarization: Direct α-Arylation of Alcohols through Photoredox, HAT, and Nickel Catalysis.

Twilton J, Christensen M, DiRocco DA, Ruck RT, Davies IW, MacMillan DWC.

Angew Chem Int Ed Engl. 2018 May 4;57(19):5369-5373. doi: 10.1002/anie.201800749. Epub 2018 Apr 6.

10.

Sulfonamidation of Aryl and Heteroaryl Halides through Photosensitized Nickel Catalysis.

Kim T, McCarver SJ, Lee C, MacMillan DWC.

Angew Chem Int Ed Engl. 2018 Mar 19;57(13):3488-3492. doi: 10.1002/anie.201800699. Epub 2018 Feb 27.

11.

Spin-Center Shift-Enabled Direct Enantioselective α-Benzylation of Aldehydes with Alcohols.

Nacsa ED, MacMillan DWC.

J Am Chem Soc. 2018 Mar 7;140(9):3322-3330. doi: 10.1021/jacs.7b12768. Epub 2018 Feb 22.

12.

Decarboxylative alkylation for site-selective bioconjugation of native proteins via oxidation potentials.

Bloom S, Liu C, Kölmel DK, Qiao JX, Zhang Y, Poss MA, Ewing WR, MacMillan DWC.

Nat Chem. 2018 Feb;10(2):205-211. doi: 10.1038/nchem.2888. Epub 2017 Dec 4.

13.

Catalyst-controlled oligomerization for the collective synthesis of polypyrroloindoline natural products.

Jamison CR, Badillo JJ, Lipshultz JM, Comito RJ, MacMillan DWC.

Nat Chem. 2017 Dec;9(12):1165-1169. doi: 10.1038/nchem.2825. Epub 2017 Jul 24.

PMID:
29168485
14.

Photoredox-catalyzed deuteration and tritiation of pharmaceutical compounds.

Loh YY, Nagao K, Hoover AJ, Hesk D, Rivera NR, Colletti SL, Davies IW, MacMillan DWC.

Science. 2017 Dec 1;358(6367):1182-1187. doi: 10.1126/science.aap9674. Epub 2017 Nov 9.

15.

Direct, enantioselective α-alkylation of aldehydes using simple olefins.

Capacci AG, Malinowski JT, McAlpine NJ, Kuhne J, MacMillan DWC.

Nat Chem. 2017 Nov;9(11):1073-1077. doi: 10.1038/nchem.2797. Epub 2017 Jun 26.

16.

Direct Aldehyde C-H Arylation and Alkylation via the Combination of Nickel, Hydrogen Atom Transfer, and Photoredox Catalysis.

Zhang X, MacMillan DWC.

J Am Chem Soc. 2017 Aug 23;139(33):11353-11356. doi: 10.1021/jacs.7b07078. Epub 2017 Aug 14.

17.

A General Small-Scale Reactor To Enable Standardization and Acceleration of Photocatalytic Reactions.

Le CC, Wismer MK, Shi ZC, Zhang R, Conway DV, Li G, Vachal P, Davies IW, MacMillan DWC.

ACS Cent Sci. 2017 Jun 28;3(6):647-653. doi: 10.1021/acscentsci.7b00159. Epub 2017 May 17.

18.

Selective sp3 C-H alkylation via polarity-match-based cross-coupling.

Le C, Liang Y, Evans RW, Li X, MacMillan DWC.

Nature. 2017 Jul 6;547(7661):79-83. doi: 10.1038/nature22813. Epub 2017 Jun 21.

19.

Photosensitized, energy transfer-mediated organometallic catalysis through electronically excited nickel(II).

Welin ER, Le C, Arias-Rotondo DM, McCusker JK, MacMillan DW.

Science. 2017 Jan 27;355(6323):380-385. doi: 10.1126/science.aal2490.

20.

Decarboxylative Peptide Macrocyclization through Photoredox Catalysis.

McCarver SJ, Qiao JX, Carpenter J, Borzilleri RM, Poss MA, Eastgate MD, Miller MM, MacMillan DW.

Angew Chem Int Ed Engl. 2017 Jan 16;56(3):728-732. doi: 10.1002/anie.201608207. Epub 2016 Nov 17.

21.

Alcohols as Latent Coupling Fragments for Metallaphotoredox Catalysis: sp3-sp2 Cross-Coupling of Oxalates with Aryl Halides.

Zhang X, MacMillan DWC.

J Am Chem Soc. 2016 Oct 26;138(42):13862-13865. doi: 10.1021/jacs.6b09533. Epub 2016 Oct 17.

22.

Metallaphotoredox-catalysed sp(3)-sp(3) cross-coupling of carboxylic acids with alkyl halides.

Johnston CP, Smith RT, Allmendinger S, MacMillan DW.

Nature. 2016 Aug 18;536(7616):322-5. doi: 10.1038/nature19056. Epub 2016 Aug 17.

23.

Photoredox Catalysis in Organic Chemistry.

Shaw MH, Twilton J, MacMillan DW.

J Org Chem. 2016 Aug 19;81(16):6898-926. doi: 10.1021/acs.joc.6b01449. Epub 2016 Aug 1.

24.

Aryl amination using ligand-free Ni(II) salts and photoredox catalysis.

Corcoran EB, Pirnot MT, Lin S, Dreher SD, DiRocco DA, Davies IW, Buchwald SL, MacMillan DW.

Science. 2016 Jul 15;353(6296):279-83. doi: 10.1126/science.aag0209. Epub 2016 Jun 23.

25.

Silyl Radical Activation of Alkyl Halides in Metallaphotoredox Catalysis: A Unique Pathway for Cross-Electrophile Coupling.

Zhang P, Le CC, MacMillan DW.

J Am Chem Soc. 2016 Jul 6;138(26):8084-7. doi: 10.1021/jacs.6b04818. Epub 2016 Jun 22.

26.

Native functionality in triple catalytic cross-coupling: sp³ C-H bonds as latent nucleophiles.

Shaw MH, Shurtleff VW, Terrett JA, Cuthbertson JD, MacMillan DW.

Science. 2016 Jun 10;352(6291):1304-8. doi: 10.1126/science.aaf6635. Epub 2016 Apr 28.

27.

Enantioselective Decarboxylative Arylation of α-Amino Acids via the Merger of Photoredox and Nickel Catalysis.

Zuo Z, Cong H, Li W, Choi J, Fu GC, MacMillan DW.

J Am Chem Soc. 2016 Feb 17;138(6):1832-5. doi: 10.1021/jacs.5b13211. Epub 2016 Feb 5.

28.

Correction to "Oxalates as Activating Groups for Alcohols in Visible Light Photoredox Catalysis: Formation of Quaternary Centers by Redox-Neutral Fragment Coupling".

Nawrat CC, Jamison CR, Slutskyy Y, MacMillan DW, Overman LE.

J Am Chem Soc. 2016 Feb 10;138(5):1724. doi: 10.1021/jacs.6b00456. Epub 2016 Jan 28. No abstract available.

PMID:
26820773
29.

Oxy-Allyl Cation Catalysis: An Enantioselective Electrophilic Activation Mode.

Liu C, Oblak EZ, Vander Wal MN, Dilger AK, Almstead DK, MacMillan DW.

J Am Chem Soc. 2016 Feb 24;138(7):2134-7. doi: 10.1021/jacs.5b13041. Epub 2016 Feb 9.

30.

Fragment Couplings via CO2 Extrusion-Recombination: Expansion of a Classic Bond-Forming Strategy via Metallaphotoredox.

Le CC, MacMillan DW.

J Am Chem Soc. 2015 Sep 23;137(37):11938-41. doi: 10.1021/jacs.5b08304. Epub 2015 Sep 15.

31.

Oxalates as Activating Groups for Alcohols in Visible Light Photoredox Catalysis: Formation of Quaternary Centers by Redox-Neutral Fragment Coupling.

Nawrat CC, Jamison CR, Slutskyy Y, MacMillan DWC, Overman LE.

J Am Chem Soc. 2015 Sep 9;137(35):11270-11273. doi: 10.1021/jacs.5b07678. Epub 2015 Aug 31. Erratum in: J Am Chem Soc. 2016 Feb 10;138(5):1724.

32.

O-H hydrogen bonding promotes H-atom transfer from α C-H bonds for C-alkylation of alcohols.

Jeffrey JL, Terrett JA, MacMillan DW.

Science. 2015 Sep 25;349(6255):1532-6. doi: 10.1126/science.aac8555. Epub 2015 Aug 27.

33.

Alcohols as alkylating agents in heteroarene C-H functionalization.

Jin J, MacMillan DW.

Nature. 2015 Sep 3;525(7567):87-90. doi: 10.1038/nature14885. Epub 2015 Aug 26.

34.

Switching on elusive organometallic mechanisms with photoredox catalysis.

Terrett JA, Cuthbertson JD, Shurtleff VW, MacMillan DW.

Nature. 2015 Aug 20;524(7565):330-4. doi: 10.1038/nature14875. Epub 2015 Aug 12.

35.
36.

Enantioselective α-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from β-Cyanoaldehydes.

Welin ER, Warkentin AA, Conrad JC, MacMillan DW.

Angew Chem Int Ed Engl. 2015 Aug 10;54(33):9668-72. doi: 10.1002/anie.201503789. Epub 2015 Jun 30.

37.

Selective Radical-Radical Cross-Couplings: Design of a Formal β-Mannich Reaction.

Jeffrey JL, Petronijević FR, MacMillan DW.

J Am Chem Soc. 2015 Jul 8;137(26):8404-7. doi: 10.1021/jacs.5b05376. Epub 2015 Jun 29.

38.

Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of α-Oxo Acids.

Chu L, Lipshultz JM, MacMillan DW.

Angew Chem Int Ed Engl. 2015 Jun 26;54(27):7929-33. doi: 10.1002/anie.201501908. Epub 2015 May 26.

39.

Decarboxylative Fluorination of Aliphatic Carboxylic Acids via Photoredox Catalysis.

Ventre S, Petronijevic FR, MacMillan DW.

J Am Chem Soc. 2015 May 6;137(17):5654-7. doi: 10.1021/jacs.5b02244. Epub 2015 Apr 27.

40.

The direct arylation of allylic sp(3) C-H bonds via organic and photoredox catalysis.

Cuthbertson JD, MacMillan DW.

Nature. 2015 Mar 5;519(7541):74-7. doi: 10.1038/nature14255.

41.

Merging photoredox and nickel catalysis: decarboxylative cross-coupling of carboxylic acids with vinyl halides.

Noble A, McCarver SJ, MacMillan DW.

J Am Chem Soc. 2015 Jan 21;137(2):624-7. doi: 10.1021/ja511913h. Epub 2015 Jan 12.

42.

Direct α-arylation of ethers through the combination of photoredox-mediated C-H functionalization and the Minisci reaction.

Jin J, MacMillan DW.

Angew Chem Int Ed Engl. 2015 Jan 26;54(5):1565-9. doi: 10.1002/anie.201410432. Epub 2014 Dec 2.

43.

Activation of C-H bonds via the merger of photoredox and organocatalysis: a coupling of benzylic ethers with Schiff bases.

Hager D, MacMillan DW.

J Am Chem Soc. 2014 Dec 10;136(49):16986-9. doi: 10.1021/ja5102695. Epub 2014 Dec 2.

44.

Carboxylic acids as a traceless activation group for conjugate additions: a three-step synthesis of (±)-pregabalin.

Chu L, Ohta C, Zuo Z, MacMillan DW.

J Am Chem Soc. 2014 Aug 6;136(31):10886-9. doi: 10.1021/ja505964r. Epub 2014 Jul 28.

45.

Photoredox α-vinylation of α-amino acids and N-aryl amines.

Noble A, MacMillan DW.

J Am Chem Soc. 2014 Aug 20;136(33):11602-5. doi: 10.1021/ja506094d. Epub 2014 Aug 11.

46.

Dual catalysis. Merging photoredox with nickel catalysis: coupling of α-carboxyl sp³-carbons with aryl halides.

Zuo Z, Ahneman DT, Chu L, Terrett JA, Doyle AG, MacMillan DW.

Science. 2014 Jul 25;345(6195):437-40. doi: 10.1126/science.1255525. Epub 2014 Jun 5.

47.

Direct β-alkylation of aldehydes via photoredox organocatalysis.

Terrett JA, Clift MD, MacMillan DW.

J Am Chem Soc. 2014 May 14;136(19):6858-61. doi: 10.1021/ja502639e. Epub 2014 Apr 29.

48.

Decarboxylative arylation of α-amino acids via photoredox catalysis: a one-step conversion of biomass to drug pharmacophore.

Zuo Z, MacMillan DW.

J Am Chem Soc. 2014 Apr 9;136(14):5257-60. doi: 10.1021/ja501621q. Epub 2014 Mar 31.

49.

A general and enantioselective approach to pentoses: a rapid synthesis of PSI-6130, the nucleoside core of sofosbuvir.

Peifer M, Berger R, Shurtleff VW, Conrad JC, MacMillan DW.

J Am Chem Soc. 2014 Apr 23;136(16):5900-3. doi: 10.1021/ja502205q. Epub 2014 Apr 9.

50.

A general strategy for organocatalytic activation of C-H bonds via photoredox catalysis: direct arylation of benzylic ethers.

Qvortrup K, Rankic DA, MacMillan DW.

J Am Chem Soc. 2014 Jan 15;136(2):626-9. doi: 10.1021/ja411596q. Epub 2013 Dec 27.

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