Otto-Kurt Extension

Chemistry Level 2

An extension to Teleanu Florin's problem.

(Pausinystalia johimbe)

The final compound is a diastereomer of Yohimban (the base chemical structure of various alkaloids in the Pausinystalia plant genera) and is synthesised using the following scheme:

The above compounds are heated in \(Et_{3}N\) and generate an intermediate A. When A is reduced, a penta-cyclic compound is formed:

Let \(\alpha\) be the mass of compound A and \(\beta\) be the mass of the final product.

Calculate \(\alpha -\beta\)  


Determine configuration of all stereo-centres in the final product if the acyl chloride's chiral centre is in the R configuration.

Image credit : Pinterest


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