%0 Journal Article
%A Bode, S. E.
%A Müller, M.
%A Wolberg, M.
%T Diastereomer-differentiating hydrolysis of 1,3-diol-acetonides : a simplified procedure for the separation of syn- and anti-1,3-diols
%J Organic letters
%V 4
%@ 1523-7060
%C Washington, DC
%I ACS
%M PreJuSER-51092
%P 619 - 621
%D 2002
%Z Record converted from VDB: 12.11.2012
%X [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.
%K Catalysis
%K Dioxanes: chemical synthesis
%K Hydrolysis
%K Indicators and Reagents
%K Kinetics
%K Stereoisomerism
%K Dioxanes (NLM Chemicals)
%K Indicators and Reagents (NLM Chemicals)
%K J (WoSType)
%F PUB:(DE-HGF)16
%9 Journal Article
%$ pmid:11843606
%U <Go to ISI:>//WOS:000173885800038
%R 10.1021/ol017223u
%U https://juser.fz-juelich.de/record/51092