Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 6
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Original Articles

New, Scalable Route for the Synthesis of a trans-Fused Hexahydro-1H-phenanthren-2-one from a Conjugated Tetrahydro-3H-phenanthren-2-one

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Pages 915-920 | Received 03 Apr 2002, Published online: 17 Aug 2006
 

Abstract

A three-step, readily scalable route for the conversion of a ring-conjugated tetrahydro-3H-phenanthren-2-one to a trans-fused hexahydro-1H-phenanthren-2-one is described. The key step is the hydrogenation of a double bond using a nearby ketal moiety to assist in the stereoselective delivery of the hydrogen.

Acknowledgment

The authors would like to thank Mr. Mark Shaffer and Mr. Alex Grodski for their technical assistance.

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