Synthesis of Cycleanine Mono-N-oxides
Oxidation of cycleanine (3) with m-chloroperbenzoic acid gave two diastereomeric N-oxides (1 and 2), and their stereochemistry was unambiguously determined on the basis of spectroscopic evidence. The NMR spectra of synthetic cycleanine mono-N-oxides 1 and 2 were significantly different from those of the natural product previously reported to be cycleanine N-oxide.
Kashiwaba
N
Research Laboratories, Kaken Shoyaku Co., Ltd., 3-37-10, Shimorenjaku, Mitaka-shi, Tokyo 181, Japan, and Showa College of Pharmaceutical Sciences, 3-3165, Higashi-Tamagawagakuen, Machida-shi, Tokyo 194, Japan.
Ono
M
Toda
J
Suzuki
H
Sano
T