Chapter 34: Problem 766
7-Dehydrocholesterol is converted (by the action of sunlight) to vitamin \(\mathrm{D}_{3}\), which, by regulating calcium metabolism, prevents the bone disease termed rickets. A laboratory analysis of the sequence indicates that an intermediate, pre-vitamin \(D_{3}\), is the compound actually formed by the action of light. (a) Provide a mechanism for its formation. The conversion of pre-vitamin \(\mathrm{D}_{3}\) to vitamin \(\mathrm{D}_{3}\) can be 'explained" with the aid of a "no mechanism" mechanism, (b) Suggest a "mechanism" for this interconversion that lacks any of the classical intermediates of organic chemistry.