TY  - JOUR
AU  - Bode, S. E.
AU  - Müller, M.
AU  - Wolberg, M.
TI  - Diastereomer-differentiating hydrolysis of 1,3-diol-acetonides : a simplified procedure for the separation of syn- and anti-1,3-diols
JO  - Organic letters
VL  - 4
SN  - 1523-7060
CY  - Washington, DC
PB  - ACS
M1  - PreJuSER-51092
SP  - 619 - 621
PY  - 2002
N1  - Record converted from VDB: 12.11.2012
AB  - [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.
KW  - Catalysis
KW  - Dioxanes: chemical synthesis
KW  - Hydrolysis
KW  - Indicators and Reagents
KW  - Kinetics
KW  - Stereoisomerism
KW  - Dioxanes (NLM Chemicals)
KW  - Indicators and Reagents (NLM Chemicals)
KW  - J (WoSType)
LB  - PUB:(DE-HGF)16
C6  - pmid:11843606
UR  - <Go to ISI:>//WOS:000173885800038
DO  - DOI:10.1021/ol017223u
UR  - https://juser.fz-juelich.de/record/51092
ER  -