Communication
Synthesis of (−)-Morphine
To whom correspondence should be addressed. E-mail: taberdf@udel.edu.
For X-ray analysis.
Abstract

The preparation of the diastereomerically pure β-tetralone ketal 4 is reported. Intramolecular alkylidene C−H insertion followed by hydrolysis of 4 proceeded to give the enantiomerically pure cyclopentene 15. The key step in this synthesis was the bis-intramolecular cyclization of keto aldehyde 2 to give the tetracyclic intermediate 20. Enone 20 was converted over several steps to (−)-morphine 1.
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History
- Published In Issue October 23, 2002
- Received July 26, 2002
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