Re: ORGLIST: iodolactonization mech

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From: Amanda Lucille Kohnen (kohnen$##$MIT.EDU)
Date: Fri Sep 05 2008 - 12:57:06 EDT


If I drew the structure correctly, then I think the mechanism (under
anyhydrous conditions) is as shown below.

-Lucy Kohnen




On Sep 5, 2008, at 12:00 PM, everybody-request$##$orglist.net wrote:

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> 1. Mechanism of IODOLACTONIZATION.. (Suraya Zulkepli)
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> Message: 1
> Date: Thu, 4 Sep 2008 15:03:05 -0700 (PDT)
> From: Suraya Zulkepli <kinrara_16$##$yahoo.com>
> Subject: ORGLIST: Mechanism of IODOLACTONIZATION..
> To: everybody$##$orglist.net
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> Hello everyone,
>
> can
> anyone show me the mechanism of iodolactonization by using
> methyl-hex-5-enoate..(methyl ester unsaturated acid) and use the
> condition I2 and CH3CN..?Do you think the methyl group adjacent to the
> oxygen can cleave the bond easily to form? 6-membered ring lactone
> without hydrolysis process?
>
> Plz help me..
>
>
> Thank you
>
> Suraya
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