Optical rotatory dispersion studies. 136. Enzymic reduction of 2-methyl-2-(trideuteriomethyl) cyclohexane-1, 3-dione. Unusual conformation of 2, 2-dimethyl-3- …
…, G Barth, K Kieslich, PD Strong, WL Duax…
Index: Lu, Yucheng; Barth, Guenther; Kieslich, Klaus; Strong, Phyllis D.; Duax, William L.; Djerassi, Carl Journal of Organic Chemistry, 1983 , vol. 48, # 24 p. 4549 - 4554
Full Text: HTML
Citation Number: 29
Abstract
The enzymatic reduction of 2-methyl-2-(trideuteriomethyl) cyclohexane-1, 3-dione with Kloeckera magna is not stereospecific with respect to the a 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 ...
Related Articles:
[Chenevert, Robert; Levesque, Carine; Morin, Pierre Journal of Organic Chemistry, 2008 , vol. 73, # 23 p. 9501 - 9503]
[Laverde Jr., Antonio; Da Conceicao, Gelson J. A.; Queiroz, Sonia C. N.; Fujiwara, Fred Y.; Marsaioli, Anita J. Magnetic Resonance in Chemistry, 2002 , vol. 40, # 7 p. 433 - 442]