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Note | Regular issue | Vol 57, No. 12, 2002, pp.2357-2363
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9580
A New Access to the Cleavage of the N-19 Bond of Norditerpenoid Alkaloids and Their Derivatives by Formation of Oxaziridines

Qiao-Hong Chen, Liang Xu, and Feng-Peng Wang*

*Department of Chemistry of Medicinal Natural Products, West China College of Pharmacy, Sichuan University, No. 17, Duan 3, Remin Nan Road, Chengdu 610041, China

Abstract

A new N,19-seco-norditerpenoid alkaloidal compound (5) possessing an oxaziridine group from yunaconitine (1) was furnished by using a new method in five steps involving acetylation, imination, quaternization, formation of N,O-mixed ketal, and oxidation in 50% overall yields.