Outline a synthesis for each of the following compounds from the indicated starting material and any other

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Outline a synthesis for each of the following compounds from the indicated starting material and any other reagents. [All chiral compounds should be prepared as racemates except in parts (1) and (m).]

(a) 2-ethoxy-3-methylbutane (b) 2-ethoxy-2-methylbutane (c) 4,4-dimethyl-1-pentanol (d) O from

(e) HO (f) HO H CH3 "OH H OH "CH3 from an alkene from an alkene (g) cyclohexyl isopropyl ether from

(i) Et Me Suchocn CHCCHOCH, from 3-methyl-1-pentene (j) OEt T MeC CH 0 from 2-methylpropene (k) O EtO CH CH

(1) H3C enantiomerically pure (m) H from CH=O enantiomerically pure from CHOH CHOH

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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