Steroids p. 189 - 207 (1980)
Update date:2022-08-25
Topics:
Lightner, D. A.
Eng, F. P. C.
2α- and 2β-methyl- and methoxy-5α-cholestan-3-ones and 3α- and 3β-methyl- and methoxy-5α-cholestan-2-ones have been synthesized and their variable temperature circular dichroism spectra obtained and analyzed.Rotatory strength (R) values for α-axial and equatorial CH3 and OCH3 groups are determined by difference measurements with the parent ketone.The (small) equatorial CH3 R-values do not consistently follow the Octant Rule.Axial OCH3 groups do not obey the Octant Rule ("anti-octant" behavior) and impose a bathochromic shift on the C=O n-?* transition.Equatorial OCH3 groups do not consistently follow octant or "anti-octant" behavior.
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