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Manganese(III)-based oxidative free radical cyclizations. 5. Termination of polycyclization by oxidative .beta.-hydride elimination

โœ Scribed by Snider, Barry B.; Dombroski, Mark A.


Book ID
115516827
Publisher
American Chemical Society
Year
1987
Tongue
English
Weight
379 KB
Volume
52
Category
Article
ISSN
0022-3263

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Oxidative c Z clization of 5 with Mn(OAc) \*2H 0 gives mainly the bit clic products 7 On the other and, These data sug est oxidative cyclization if lb and 17 gives mainly t e lactones 18 and Z 20. to form 3, 4, 7, an % a. that oxidation of a monocyclic radical to a cation precedes cyclization Oxid

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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