Dipiperidine alkaloids

Figure 7.10 Structures of the quinolizidine alkaloids, lupinine (21), lupanine (22), cytisine (23) and multiflorine (24) and of a dipiperidine alkaloid of the ammodendrine type (25).

A complex dipiperidine alkaloid (-)-baptifoline (20) occurs in the Leguminous plant Hovea longipes indigenous to Australia (J.S. Fitzgerald et al., Anales de Quim., 1972, 68, 737) and the unnamed amide (21) is found in the stem bark of Exoecharia sagallocha (S. Prakash et al, Phytochem., 1983,... 

A survey has been contributed of the alkaloid content of 16 species of Spanish and Portuguese Leguminosae belonging to the Cytisus, Genista, Echinospartium, Stauracanthus, and Adenocarpus genera 13 quinolizidine or dipiperidine bases were identified, and their distribution in the various organs of the plants determined. 

The glycol-cleavage oxidation has been utilized in numerous synthetic works, for example, the total syntheses of dipiperidine alkaloids virgidivarine and virgiboidine [1348], total synthesis ofresolvinE2 [1349], synthesis of a-substituted oxazolochlorin aminals or acetals from mera-tetraaryldihydroxychlorins [1350], asymmetric synthesis of l-(2- and 3-haloalkyl)azetidin-2-ones [1351], synthesis of 2-hydroxy-1,4-oxazin-... 

---