Add time:08/10/2019         Source:sciencedirect.com

The reactions between cis- and trans-Feist's methyl esters and diiron nonacarbonyl have been investigated in an attempt to interpret the mechanism of ring opening in all methylenecyclopropane derivatives in this particular reaction. It appears, on the basis of the stereoisomers actually formed from each of these esters, that the ring opening is completely stereospecific, and that it occurs in a disrotatory manner. Attempts to apply the same reaction to an analogous cyclobutene derivative have not been successful. The formation of unusual enantiomers in the reaction of the trans-Feist's ester is described, along with a description of the use of a chiral shift reagent to identify the enantiomers via NMR.

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