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Topic: chemoselective in ester reduction  (Read 4359 times)

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Offline adam

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chemoselective in ester reduction
« on: May 13, 2008, 06:29:21 AM »
Hi, I want to reduce an epoxy ester to epoxyalcohol...any idea to reduce selectively de ester and not open the epoxide?

The epoxide contains a bencilic carbon (so reactive)

Thanks
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Offline Dan

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Re: chemoselective in ester reduction
« Reply #1 on: May 13, 2008, 09:03:33 AM »
Try DIBAL, it "should" leave the ester intact.

Example: http://dx.doi.org/10.1016/S0040-4039(03)01775-1
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Offline Dan

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Re: chemoselective in ester reduction
« Reply #2 on: May 13, 2008, 02:37:52 PM »
By which I mean this should leave the epoxide intact, sorry.

I can't seem to modify my posts in this forum...
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Offline Borek

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Re: chemoselective in ester reduction
« Reply #3 on: May 13, 2008, 03:26:04 PM »
Quote from: Dan on May 13, 2008, 02:37:52 PM
I can't seem to modify my posts in this forum...

15 minutes only. Can be prolonged. See todays discussion in Comments for Staff forum.
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