A convenient synthesis of cyclcheptane-1,3-dione

Bhushan, Vidya ; Chandrasekaran, S. (1984) A convenient synthesis of cyclcheptane-1,3-dione Synthetic Communication, 14 (4). pp. 339-345. ISSN 0039-7911

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Related URL: http://dx.doi.org/10.1080/00397918408062832

Abstract

1,3-Diketones are an important class of compounds i n view of the distinct structural features and high synthetic utility. Inspite of the high potential of the 1,3-cycloalkadiones in organic synthesis, only a few methods are available for the ir synthesis. It has been shown tha ta, fi-epoxy ketones give 1,3-diketonss in the presencet of Pd(O). Recentlyt 1,3-cycloalka- diones have been syntnesized by various transformations of bis(trimethylsilyloxy) cycloalkenes. Hourever, these methods have only limited applicability. - Although there are several methods available for medium to large scale preparations of cyclopentank1, 3-dione and cyclohexane-l,3-dione, the only synthetic route to cycloheptane-1,3-dione is due to Eistert et al., involving t h e ring expansion of monoethylene acetal o f cycloh exane- 1,3- dione using diazoacetic ester.

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