Organic Chemistry II Subscribe with Bloglines class wiki class vodcast

Friday, July 01, 2005

Reduction of an ester to an alcohol

This is one of the steps in the synthesis of Taxol. Taxol is an anticancer drug found in the bark of the Pacific yew tree. In the step outlined, an ester is reduced by LiAlH4 and THF to an alcohol. Here is a reference with the synthesis.


  • 1) Use the instructions in Citeulike to create a reference into Citeulike that will look like this
    That way all the proper reference information will be there and people who are not on the Drexel network will at least see the Abstract and other info.

    2) What you show here is the sum of many complicated steps. You need to highlight one of the reactions that we covered in class and show that as a one step reaction with the reagents. If you look at Scheme 2 in that paper there is a nice example of the preparation of an alcohol by the reduction of an ester using LiAlH4.

    By Blogger Jean-Claude Bradley, at 6:58 AM  

  • Looks good. You took care of the 2 points in my first comment. You also need to remove the +2 charge on the acetate groups. Maybe ChemSketch thinks you mean actinium for Ac. Either write OAc in one line or draw out the CH3CO2-

    By Blogger Jean-Claude Bradley, at 6:39 PM  

  • Your scheme looks ok now. There is a glitch in the text that part of it is hyperlinked to the old pic.

    By Blogger Jean-Claude Bradley, at 6:41 AM  

  • This one looks good now - full marks. This is a good example of how to present your blog assignment in this class.

    By Blogger Jean-Claude Bradley, at 2:18 PM  

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