From: Bohlen, Jost T. (bohlen$##$fiz-chemie.de)
Date: Wed Sep 13 2000 - 03:29:24 EDT
The ChemInform Reaction Database lists many examples of this inversion. Two
more recent papers with experimental details are:
VON JANTA-LIPINSKI, M.; COSTISELLA, B.; OCHS, H.; HUEBSCHER, U.; HAFKEMEYER,
P.; MATTHES, E.; J Med Chem [JMCMAR] 1998, 41 (12), 2040-2046.
WISCHNAT, R.; MARTIN, R.; WONG, C.-H.; J Org Chem [JOCEAH] 1998, 63 (23),
8361-8365.
Jost T. Bohlen
FIZ CHEMIE BERLIN
> -----Ursprüngliche Nachricht-----
> Von: Yantao Chen [SMTP:yanch$##$ifm.liu.se]
> Gesendet am: Dienstag, 12. September 2000 17:05
> An: Multiple recipients of list orglist
> Betreff: ORGLIST: hydrolysis of mesylated alcohol to give the
> inversed configuration?
>
> Dear Members:
>
> Mitsunobu Inversion, which is very useful in some cases, may only give the
> elimination product. From Beilstein database, I found one method to get
> the inversed stereochemistry through hydrolysis of mesylated starting
> material in TsOH/ H2O mixture. However, in the reference, there is no
> experimental details. Does anyone have some related experience on
> hydrolysis or just give your comments on this methodology?
>
> Thank you very much.
>
> Sincerely,
>
> Yantao Chen
> yanch$##$ifm.liu.se <mailto:yanch$##$ifm.liu.se>
>
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