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ChemInform Abstract: Fe(III) Mediated Oxidative Radical Cyclization of Cyclopropanone Acetals.

✍ Scribed by Kevin I. Booker-Milburn; Andy Barker; Wayne Brailsford; Brian Cox; Tamsin E. Mansley

Publisher
John Wiley and Sons
Year
2010
Weight
36 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Fe(III) Mediated Oxidative Radical Cyclization of Cyclopropanone

Acetals.

-The formation of cyclopentane esters by the title reaction is studied by varying the reaction conditions (type of Fe(III) source, equivalents of Fe(III), reaction temperature, radical traps). Diastereoselectivities up to 92% are provided by cyclization of acetal (X) in the presence of Fe(NO 3 ) 3 and 1,4-cyclohexadiene as a hydrogen source. It is found that at least one equivalent of the Fe(III) source is required for complete conversion.

-(BOOKER-

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