The first conversional synthesis of heteratisine has been accomplished in 14 steps and 3.2% overall yield from deltaline, mainly including deoxygenation at C- 10, removal of the dioxymethylene moiety, O-demethylation, as well as Baeyer-Villiger oxidation.
JacobsWA, CraigLC. (1943) The aconitine alkaloids: IX. The isolation of two new alkaloids from Aconitum heterophllyum, heteratisine and hetisine. The Journal of Biological Chemistry, 143, 605–609.
2.
AnejaR, PelletierSW. (1964) The diterpene alkaloids. The structure of heteratisine. Tetrahedron Letters, 5, 669–677.
3.
AnejaR, PelletierSW. (1965) The diterpene alkaloids: the pyrolysis and absolute configuration of heteratisine. Tetrahedron Letters, 6, 215–223.
4.
PrzybylskaM. (1963) The molecular structure of heteratisine hydrobromide monohydrate. Canadian Journal of Chemistry, 41, 2911–2912.
5.
PrzybylskaM. (1965) The crystal structure of heteratisine hydrobromide monohydrate. Acta Crystallographica, 18, 536–540.
SalimovBT, KuzibaevaZK, DzhakhangirovFN. (1996) Study of structure-activity relationships in a series of alkaloids of Aconitum zeravschanicum and their analogs. Chemistry of Natural Compounds, 32, 366–368.
11.
YunusovMS. (2011) Antiarrhythmic agents based on diterpenoid alkaloids. Russian Chemical Bulletin, International Edition, 60, 633–638.
12.
ZhuM, LiuXY, ChenQH, WangFP. (2012) Biomimetic conversion of aconitine-type C19 -diterpenoid alkaloids to lactone-type alkaloids. Journal of Asian Natural Products Research, 14, 441–449.
13.
WangL, ChenQH, WangFP. (2012) Unusual reactions of a 7,17-seco-type C19 -diterpenoid alkaloids. Natural Product Communications, 7, 721–724.
14.
DesaiHK, PelletierSW. (1993) 13C-NMR assignments for lactone-type norditerpenoid alkaloids. Journal of Natural Products, 56, 2193–2197.