Journal of Organic Chemistry p. 4549 - 4554 (1983)
Update date:2022-08-03
Topics:
Lu, Yucheng
Barth, Guenther
Kieslich, Klaus
Strong, Phyllis D.
Duax, William L.
Djerassi, Carl
The enzymatic reduction of 2-methyl-2-(trideuteriomethyl)cyclohexane-1,3-dione with Kloeckera magna is not stereospecific with respect to the α center.The reaction product, 2-methyl-2-(trideuteriomethyl)-3-hydroxycyclohexanone, was shown to possess the 3S configuration.The circular dichroism and X-ray crystallographic data lead to the unexpected conclusion that the reduction product assumes the conformation with an axially oriented hydroxyl group.
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