Bishydrocotarnines–Stereochemical Aspects

Y Okamoto, D Dirnberger, T Burgemeister…

Index: Okamoto; Dirnberger; Burgemeister; et al. Archiv der Pharmazie, 1986 , vol. 319, # 12 p. 1122 - 1129

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Citation Number: 10

Abstract

Abstract The bishydrocotarnines 2a and 2b 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 meso form. NMR spectra of 12a and 12b led to ...