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A simple new general synthesis of macrocyclic ketones: A new entry to the synthesis of exaltone and (±)-muscone

✍ Scribed by Hiroshi Suginome; Shinji Yamada

Book ID
104227812
Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
245 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis

We describe an efficient new synthesis of 15-membered cyclic ketones, exaltone and (+)-muscone, based on a three-carbon annelation of cyclic ketones followed by the regioselective radical cleavage of the fused bond of the resulting bicyclic systems.

As part of our continuing program to explore the potential of the 6-scission of alkoxyl radicals for organic synthesis, we have recently reported several new methods for the synthesis of cyclic ethers 2 , cyclic sulphides 3 3 , cyclic amines , furoquinolones4, furocoumarins5, medium-sized lactones 6 , benzohomotropones 7 ,

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