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Bishydrocotarnines - Stereochemical Aspects

URN to cite this document:
urn:nbn:de:bvb:355-epub-156629
Okamoto, Y. ; Dirnberger, D. ; Burgemeister, T. ; Dannhardt, G. ; Wiegrebe, Wolfgang
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Date of publication of this fulltext: 07 Jul 2010 05:03


Abstract

The bishydrocotarnines 2a and 2b1)' **) were converted into the urethanes 9a and 9b and into the carbamates 10a and 10b, which in turn were split to yield the sec. amines 11a and 11b. Cyclisation with diethyl oxalate led to the diketopiperazines 12a and 12b. Contrary to 9b, compound 9a was resolved into enantiomers on a cellulose carbamate column. This indicates that 9a is the D, L- and 9b is the ...

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