Transformed steroids. 123. Synthesis of 5α(H)- and 5α(OH)-6-ketosteroids with an additional 17α,20ξ-dihydroxytetrahydropyran ring E
The paper is devoted to the synthesis of 3,17α,20-trihydroxy-16β,23-epoxy-21,24-dinor-5αH-cholan-6-one and 3,5α,17α,20-tetrahydroxy-16β,23-epoxy-21,24-dinorcholan-6-one and derivatives of them. It has been shown that the reduction of 3,17α-dihydroxy-16β,23-epoxy-21,24-dinorchol-5-en-20-one with sodium tetrahydroborate and with diborane takes place stereospecifically with different spatial directivities: in the products of diborane reduction, ring E exists in the boat form, as has been shown by1H and13C NMR methods. The trans linkage of rings A/B in the modified steroids has been confirmed by their circular dichroism spectra.
Circular dichroism of some steroidal α-ketols and their acetates
Abstract An examination of the CD spectra of certain steroidal α-ketols and their acetates revealed instances where the Cotton effect of the ketone n → π * transition does not obey the octant rule. This was discussed in terms of the conformational preferences of the α-substituents. The relevance of these results to earlier configurational assignments on A-ring α-ketols in the cucurbitacin series was assessed.
Measurement and Demonstration of Thermal Expansion Coefficient
There are many classroom demonstrations, such as the ball-and-ring experiment, for showing the existence of thermal expansion of solids. The coefficient of linear expansion α (= increase in length divided by the original length times the change in temperature) may be measured in high school laboratories using a number of methods.1–4 In this paper we describe an especially simple experiment for determining α for a metal rod. It is based on the well-known optical lever method and is suitable for either a laboratory experiment or a classroom exercise.