Conversional studies towards taxoids from C₁₉-diterpenoid alkaloids by the BAC sequence

Abstract

The conversional synthesis of taxoids by the BAC sequence from the C₁₉-diterpenoid alkaloids, 14-acetyltalatisamine (1), yunaconitine (12), and 14-acetylchasmanine (19), was designed and explored. Two aconane-type diterpenes 17 and 28, the advanced intermediates for our conversional synthesis, were synthesized. The key steps include the rupture of the C(7)–C(17) bond, the formation of imine, and the denitrogenation.

Keywords:

• taxoids
• C₁₉-diterpenoid alkaloids
• aconane-type diterpene
• conversional synthesis

Acknowledgement

We are grateful to the National Natural Science Foundation of China (No. 30873147) for the financial support of this research.