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O o ome meo purpose of the problem exploring the

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Unformatted text preview: ction of the C–O at the secondary benzylic centre. Possibilities include catalytic hydrogenolysis (p. 539 in the textbook) or HBr followed by C–Br reduction. H2 NaOH OH CO2H H2O O O Pd/C CO2H Solutions for Chapter 23 – Chemoselectivity and Protecting Groups 3 PROBLEM 3 Predict the products of Birch reduction of these aromatic compounds. O O OMe MeO Purpose of the problem Exploring the principles of Birch reduction. Suggested solution In each case a unique product results if you draw a dianion intermediate placing the electron- withdrawing...
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