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Oxidations at Carbon General references March, Advanced Org Chem, 1992, 1158-1238 Trost, Comp. Org. Syn. 1991, vol 7 Carey and Sundberg, Advanced Org Chem, part B, 615-664 Smith, Org Syn, Chap 3 H CH3 C(-IV) R CH3 C(-III) R CH2 OH C(-1) R CH OH RR H2 C R C(-II) R C O R C(0) R CH O C(+I) H CH2 OH C(-II) H CH O C(0) C(II) R COR O C(+III) H COH O C(+II) O C O C(+IV) RO COR O C(+IV) alkane RCH2M RCH2SiR3 RCH2X X=halide RCH2NR2 RCH2SR RCH2PR2 Acetal: RCH(OR)2

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COMMUNICATION www.advhealthmat.de Tumor-Targeted Inhibition of Monocarboxylate Transporter  Improves T-Cell Immunotherapy of Solid Tumors Tongyi Huang, Qiang Feng, Zhaohui Wang, Wei Li, Zhichen Sun, Jonathan Wilhelm, Gang Huang, Tram Vo, Baran D. Sumer, and Jinming Gao* Export of lactic acid from glycolytic cancer cells to the extracellular tumor milieu has been reported to enhance tumor growth and suppress antitumor immunity

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1 P(tBu)2 P(tBu)2 CuBr P Pd P P P PBu3 Pt H Et3P Cl PEt3 Ir S R3P H PR3 H S -S PF6 - Ir S R3P H PR3 H P P Pd PF6 - Pt H Et3P Cl PEt3 Py P P Ir S R3P H PR3 H PF6 - Pt H Et3P Py PEt3 Cl Fe Pt H Et3P Py PEt3 P P Cl- Organometallic Reaction Mechanisms Ligand association/dissociation + toluene insoluble (PBu3)nCuBr soluble + active catalyst for cross coupling = NOTE: No ox. state change Ligand Exchange: Associative - common for 16e- complexes

Skip to main content Publications Featured Publications CCT and CCT-like Modular Protein Interaction Domains in WNK Signaling. Taylor CA, Cobb MH, 2021 Jul Mol Pharmacol WNK1 Enhances Migration and Invasion in Breast Cancer Models. Jaykumar AB, Jung JU, Parida PK, Dang TT, Wichaidit C, Kannangara AR, Earnest S, Goldsmith EJ, Pearson GW, Malladi S, Cobb MH, 2021 Jul Mol Cancer Ther The pancreatic ? cell response to secretory demands and adaption to stress M.A. Kalwat, D. Scheuner, K. Rodrigues

Ready; Catalysis Intro Helpful Texts: Principles and Applications of Organotransition Metal Chemistry, Collman, Hegedus, Norton, Fink The Organometallic Chemistry of the Transition Metals, Crabtree; Prof. M-Christina White’s lecture notes: http://www.courses.fas.harvard.edu/~chem153/ (many of my notes are taken from these, with permission) Advanced Synthesis and Catalysis, Spring 2011 Or: How to make more molecules more complex more quickly with less effort/material/waste

Skip to main content Contact Us Get in Touch Email Dr. Cobb Office phone : (214) 645-5181 Lab phone : (214) 645-6125 Mailing Address 5323 Harry Hines Blvd. Dallas, TX 75390-9041 Get directions

Reactivity Umpolung-1 Ready Reactivity Umpolung: reversal of normal polarity electrophiles become nucleophiles nucleophiles become electrophiles Outline: 1. electrophilic heteroatoms 2. acyl anions 3. homoenolates 4. the cyclopropane trick 5. sulfone chemistry Normal reactivity: X x = heteroatom d = donor (Nu-) a = acceptor (E+) d a d a d X X X X or 1 3 1 5 How to make: X X or X X 1 2 1 4 complimentary