Steroids are a class of organic compounds containing a specific tetracyclic skeleton (four rings), as seen in the compounds shown below. During efforts to synthesize a steroid that was isolated from the Atlantic starfish, the side chain of compound 1 was converted into the side chain of compound 2, as highlighted below. Propose a synthesis for this transformation. HC H3C HC H. HC H. OAc = AcO 1 AcO ÖAc

Steroids are a class of organic compounds containing a specific tetracyclic skeleton (four rings), as seen in the compounds shown below. During efforts to synthesize a steroid that was isolated from the Atlantic starfish, the side chain of compound 1 was converted into the side chain of compound 2, as highlighted below. Propose a synthesis for this transformation. HC H3C HC H. HC H. OAc = AcO 1 AcO ÖAc

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter20: Carboxylic Acids And Nitriles

Section20.SE: Something Extra

Problem 52AP

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