Total Synthesis Blog

Total Synthesis Blog – Organic Synthesis of Natural Products and related compounds

Woodward’s synthesis of cholesterol

July 28th, 2008 by Natural Product

Back again! Today great and classic target: cholesterol (click on image to enlarge it).

Structure of cholesterol

When I was preparing to my summer Natural Product Exam and when I was admiring how Nature ‘do’ such big molecules by biosynthetic routes I just wanted to know how R. B. Woodward could synthesize such complex molecule like cholesterol. Well, it was more complicated than I expected. By the way – articles from 1950s are so difficult to read… there are no chemical equations and no schemes in some of them.

But let’s see how Woodward did his synthesis, but first let’s remind designation of steroids fused-ring system:

Choletsreol rings.

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