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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 24
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Original Articles

A Short Synthesis of Benzomorphane Analgesics (±)-Metazocine and (±)-Phenazocine

, , , &
Pages 3716-3720 | Received 18 Aug 2009, Published online: 09 Nov 2010
 

Abstract

A three step synthesis of (±)-metazocine and (±)-phenazocine starting with 3,4-lutidine is described. The key step involves Lewis acid promoted lithiation/electrophilic substitution reaction of N-alkyl-3,4-dimethyl-1,2,5,6- tetrahydropyridine.

ACKNOWLEDGMENT

Financial support from CSIR (Scheme no. 01(2138)/07/EMR-II), New Delhi, India is gratefully acknowledged.

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