The product of a Dieckmann cyclization can undergo alkylation, hydrolysis, and decarboxylation. This sequence represents an efficient

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The product of a Dieckmann cyclization can undergo alkylation, hydrolysis, and decarboxylation. This sequence represents an efficient method for preparing 2-substituted cyclopentanones and cyclohexanones (below). Using this information, propose an efficient synthesis of 2 propylcyclohexanone using 1,7-heptanediol and propyl iodide.

1) NaOEt, ETOH OEt 2) RX 1) NaOEt LOET EtO .R 2) H,o+ 3) H30*, heat

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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