Catalytic Reductive Coupling Reactions - Michigan State University

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Conclusions• Transition-metal catalysis allows access totypically synthetically challenging reactions• Choice of terminal reductant offersopportunity for reaction modification• <strong>Reductive</strong> hydrogenation has beentransformed into an effective C-C bondforming reaction• Understanding reaction mechanisms canhelp expand the scope of transition metalcatalyzed reductive couplings
Acknowledgments• Dr. Baker• Dr. Smith• Dr. Odom• Dr. Wagner• Group Members: Bao, DJ, Feng, Jon,Leslie, Ping, Qin, Sampa, Xuwei, andYing• Nicki
Page 1 and 2:
Catalytic ReductiveCoupling Reactio
Page 3 and 4:
Reductive HydrogenationClPh 3 PRhPP
Page 5 and 6: Outline• Discovery and Developmen
Page 7 and 8: Alder-Ene ReactionHXYH Y XHYXHYXX Y
Page 9 and 10: Pd(0)-Catalyzed Couplingsallyl acet
Page 11 and 12: Discovery of Reductive CyclizationE
Page 13 and 14: Screening Pd(2+) CatalystsEEEEcatal
Page 15 and 16: Catalytic Reductive Cyclizationenyn
Page 17 and 18: Pd-Catalyzed CycloisomerizationsnRn
Page 19 and 20: Nickel Catalyzed Coupling Reactions
Page 23 and 24: Reductive Couplings of Allenes and
Page 25 and 26: Ni-Catalyzed Reductive Couplings of
Page 27 and 28: Total Synthesis of Amphidinolide T1
Page 31 and 32: Mechanism via Oxidative Cyclometall
Page 33 and 34: Mechanism via Oxidative Cyclometall
Page 35 and 36: Reaction Mechanism via π-Allyl Rho
Page 39 and 40: Intramolecular Reductive Aldolizati
Page 41 and 42: Heterolytic Hydrogen ActivationPh 3
Page 43 and 44: Proposed Catalytic MechanismOO CH 3
Page 45 and 46: Reductive Condensation ContinuedOLn
Page 47 and 48: Reductive Condensation ContinuedPre
Page 49 and 50: Reductive Cyclization of DiynesXR 1
Page 51 and 52: Oxidative Cyclization Catalytic Mec
Page 53 and 54: Oxidative Cyclization with Heteroly
Page 55: Hydrogen-Mediated C-C Bond Formatio
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Catalytic Reductive Coupling Reactions - Michigan State University

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