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Total Synthesis of (-)-Thiangazole and Structurally Related Polyazoles

✍ Scribed by Wipf, Peter; Venkatraman, Srikanth


Book ID
126814119
Publisher
American Chemical Society
Year
1995
Tongue
English
Weight
786 KB
Volume
60
Category
Article
ISSN
0022-3263

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## Abstract We report an efficient synthesis of cyclopenta[__b__]phenanthrenes functionalized at C‐3 and C‐8 from an optically pure Hajos–Parrish ketone. The key step is a neutral alumina‐catalyzed Michael addition of a Hajos–Parrish ketone derivative (**4**) to 1,7‐octadien‐3‐one (**2**) in 98% yi