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Formation of seven- and eight-membered rings by manganese (III)-based oxidative free radical cyclization.

✍ Scribed by John E. Merritt; Marvin Sasson; Steven A. Kates; Barry B. Snider

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
310 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis

Oxidative free radical cyclizations of 8-ketoesters 1,5, II, and 14 with Mn(OAc)s*2H20 and Cu(OAc)z*HaO proceed in moderate yield to give seven-and eight-membered rings. The regiochemistry of the cyclization and oxidative termination are described.

We have recently described manganese (III)-based oxidative free radical cyclizations which are initiated by oxidation of a 8-dicarbonyl compound to a radical with Mn(OAc)3*2H20 and terminated by oxidative p-(

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