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@ARTICLE{Bode:51092,
author = {Bode, S. E. and Müller, M. and Wolberg, M.},
title = {{D}iastereomer-differentiating hydrolysis of
1,3-diol-acetonides : a simplified procedure for the
separation of syn- and anti-1,3-diols},
journal = {Organic letters},
volume = {4},
issn = {1523-7060},
address = {Washington, DC},
publisher = {ACS},
reportid = {PreJuSER-51092},
pages = {619 - 621},
year = {2002},
note = {Record converted from VDB: 12.11.2012},
abstract = {[reaction: see text] A new method to facilitate the
separation of diastereomeric syn- and anti-1,3-diols is
described. The method relies on the different hydrolysis
rates of the corresponding diastereomeric acetonides.
Treatment of a dichloromethane solution of syn- and
anti-1,3-diol-acetonide with a catalytic amount of diluted
aqueous hydrochloric acid leads to the selective cleavage of
the anti diastereomer. The resulting anti-1,3-diol can be
easily separated from the unchanged syn-1,3-diol-acetonide.},
keywords = {Catalysis / Dioxanes: chemical synthesis / Hydrolysis /
Indicators and Reagents / Kinetics / Stereoisomerism /
Dioxanes (NLM Chemicals) / Indicators and Reagents (NLM
Chemicals) / J (WoSType)},
cin = {IBT-2},
ddc = {540},
cid = {I:(DE-Juel1)VDB56},
pnm = {Biotechnologie},
pid = {G:(DE-Juel1)FUEK256},
shelfmark = {Chemistry, Organic},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:11843606},
UT = {WOS:000173885800038},
doi = {10.1021/ol017223u},
url = {https://juser.fz-juelich.de/record/51092},
}