Two novel skeletal rearrangements involving in the C ring of C19-diterpenoid alkaloid deltaline derivatives.

Abstract

Treatment of compounds 2 and 5, both from the C19-diterpenoid alkaloid deltaline 1, with 5% NaOH methanol (room temperature, 16 h) and NaOH-N,N-dimethylformamide (reflux, 10 h) led to the two novel skeletal rearrangement products 4 (90%) and 6 (62%), respectively, involving Wagner-Meerwein rearrangement and Grob fragmentation. Their structures were fully characteristized based on 2D NMR and HR-MS data.

Cite this paper

@article{Zou2008TwoNS, title={Two novel skeletal rearrangements involving in the C ring of C19-diterpenoid alkaloid deltaline derivatives.}, author={Chun-Lan Zou and Xiao-yu Liu and Feng-peng Wang and Qiao-hong Chen}, journal={Chemical & pharmaceutical bulletin}, year={2008}, volume={56 3}, pages={250-3} }