87859-10-7Relevant articles and documents
Synthesis of Aristotelia-type alkaloids: Syntheses of the natural products (-)-serratenone and (+)-11,12-didehydromakonin-10-one
Galli, Renato,Dobler, Markus,Gueller, Rolf,Stahl, Reto,Borschberg, Hans-Juerg
, p. 3400 - 3413 (2007/10/03)
Two independent total syntheses of the Aristotelia alkaloid (-)-serratenone ((-)-1) are disclosed, one starting with (-)-α-pinene, the other one with (S)-α-terpineol. These correlations led to a revision of the originally proposed absolute configuration of the natural product. In the course of systematic investigations of the behavior of the indole alkaloids (+)-makomakine ((+)-18) and (-)-hobartine ((-)-22) towards oxidizing reagents, it was found that treatment with I2 leads to no less than five different products. Depending on the exact reaction conditions, each of them can be obtained as the major component in yields between 40 and 60%. One of these compounds was shown to be identical with the natural product (+)-11,12-didehydromakonin-10-one ((+)-28).
Total Synthesis of (+)-Balanitol and of (+)-Selin-4-(15)-ene-1β,11-diol
Anglea, Timothy A.,Pinder, A. Reginald
, p. 5537 - 5544 (2007/10/02)
(+)-Balanitol (1) and (+)-selin-4-(15)-ene-1β,11-diol (2), two recently isolated naturally occurring eudesmanoid bicyclic sesquiterpene alcohols, have been synthesized stereoselectively by a route involving a photocycloaddition of a cyclobutene and
