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Formal total synthesis of (-)-balanol: a potent PKC inhibitor

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1 Formal total synthesis of (-)-balanol: a potent PKC inhibitor
Formal total synthesis of (-)-balanol: a potent PKC inhibitor. Yaragorla, Srinivasarao; Muthyala, Ramaiah. Center for Orphan Drug Research, Department of Experimental and Clinical Pharmacology, University of Minnesota, Minneapolis, MN, USA. Tetrahedron Letters (2010), 51(3),

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6 Pyridinium Dichromate (PDC): The Corey-Schmidt Reagent
Pyridinium dichromate (PDC) is a commercially available (and also readily prepared) salt of chromic acid that is soluble in many common organic solvents and useful in the oxidation of alcohols to aldehydes and ketones. It is less acidic than pyridinium chlorochromate (PCC), and thus more suitable for the oxidation of acid-sensitive substrates.

7 Pyridinium Chlorochromate (PCC)
Corey-Suggs Reagent

8 Professor Emeritus, Harvard University
Elias J. Corey Professor Emeritus, Harvard University Nobel Prize Winner:

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13 Shi Epoxidation Oxone = Potassium Peroxymonosulfate =

14 Mechanism of the Shi Epoxidation
Chiral Dioxirane

15 Colorado State University
Yian Shi Colorado State University

16 The chiral catalyst of the Shi Epoxidation is derived from the readily-available D-Fructose
Chiral Ketone Catalyst

17 Dimethyldioxirane (DMDO)

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22 Trost Asymmetric Allylic Alkylation Reaction
Barry Trost Stanford University Palladium p-allyl complex

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31 Methods for Reduction of Azides to Amines

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