Journal Article

PreJuSER-51092

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png Diastereomer-differentiating hydrolysis of 1,3-diol-acetonides : a simplified procedure for the separation of syn- and anti-1,3-diols

Bode, S. E.FZJ* ; Müller, M.FZJ* ; Wolberg, M.FZJ*

2002
ACS Washington, DC

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Please use a persistent id in citations: http://hdl.handle.net/2128/2448  doi:10.1021/ol017223u

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.

Keyword(s): Catalysis (MeSH) ; Dioxanes: chemical synthesis (MeSH) ; Hydrolysis (MeSH) ; Indicators and Reagents (MeSH) ; Kinetics (MeSH) ; Stereoisomerism (MeSH) ; Dioxanes ; Indicators and Reagents ; J

Note: Record converted from VDB: 12.11.2012

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Contributing Institute(s):

1. Biotechnologie 2 (IBT-2)

Research Program(s):

1. Biotechnologie (L02)

Appears in the scientific report 2002

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Database coverage:

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