93937-74-7Relevant academic research and scientific papers
Oxidative Cyclopropanol Opening by Cob(III)alamin
Wan, Terence S.,Fischli, Albert
, p. 1461 - 1469 (1984)
Starting from the cyclopropanol 2, the isomeric cyclopropanol 4 and th β,γ-unsaturated aldehydes 7 and 8 have been produced by a cobalamin-dependant transformation.In traces, the two acetoxycyclopropanes 3 and 6, the saturated aldehydes 5 and 11 and the β,γ-unsaturated aldehyde 9 could be detected (cf.Structural Formulae and Table).Starting from 4 the same products in a rather similar distribution were obtained.The isomerization 24 as well as the transformations leading to 7, 8, and 9 are shown to be mediated by cob(III)alamin (1(III)).The results are explained on the basis of rearranging Co-complexes.The migrations might driven by the elctrophilic nature of the central Co(d6)-atom.
Skeletal Migrations Observed during the Cob(I)alamin-Catalyzed Reduction of 4β-(tert-Butyl)-1β-(1-methylvinyl)cyclohexanecarbaldehyde
Ziegler, Carl B. Jr.,Fischli, Albert
, p. 181 - 184 (2007/10/02)
During the cob(I)alamin(1(I))-catalyzed reduction of 3, intermediate formation of 2 and final generation of 4-10 was observed (see Scheme 1, cf.Tables 1 and 2).Identical products in similar ratios were generated starting from either 2 or 3.Accepting the intermediate formation of six interconnected cobalt complexes, i.e.A-F (cf.Sceme 2), the generation of all the products observed can be explained.
219. Cob(I)alamin-Catalyzed Skeletal Migrations Observed during the Reduction of 4β-(tert-Butyl)-1α-(1-methylvinyl)cyclohexanecarbaldehyde
Wan, Terence S.,Fischli, Albert
, p. 1883 - 1890 (2007/10/02)
The cob(I)alamin(1(I))-catalyzed transformation of the aldehyde 2 has been studied (cf.Table 1).Kinetic examinations showed a rapid isomerization of 2 to 3 (cf.Fig. 1 and 2).From the transformations in glacial AcOH, the two cyclopropanols 5 and 7 were iso
