Enantioselective synthesis of (+)-polyzonimine, defensive monoterpene alkaloid produced by a milliped Polyzonium rosalbum, and determination of its S absolute configuration by Its conversion to (4S,5R,6S)-(+)-nitropolyzonamine

@article{Takagi2000EnantioselectiveSO,
  title={Enantioselective synthesis of (+)-polyzonimine, defensive monoterpene alkaloid produced by a milliped Polyzonium rosalbum, and determination of its S absolute configuration by Its conversion to (4S,5R,6S)-(+)-nitropolyzonamine},
  author={Yasuyo Takagi and Kenji. Mori},
  journal={Journal of the Brazilian Chemical Society},
  year={2000},
  volume={11},
  pages={578-583}
}
A adicao de Michael da enamina derivada do 2,2-dimetilciclopentanocarboxaldeido e do eter metilico do (S)-prolinol com o nitroetileno, forneceu o aduto correspondente em 75-76% ee, o qual foi convertido na (+)-polizonimina enantiomericamente pura, um espiro composto nitrogenado isolado das glândulas que contem os compostos de defesa do "milliped" Polyzonium rosalbum. Atraves da conversao da (+)-polizonimina na (4S, 5R, 6S)-(+)-nitropolizonamina, foi possivel estabelecer a configuracao absoluta… Expand
6 Citations
Copper-Catalyzed Intermolecular Cyclization between Oximes and Alkenes: A Facile Access to Spiropyrrolines
A Cu-catalyzed protocol has been developed for the rapid construction of a wide spectrum of structurally interesting spiropyrroline skeletons. This method utilizes readily accessible ketoximes andExpand
Spirobacillenes A and B, unusual spiro-cyclopentenones from Lysinibacillus fusiformis KMC003.
Two previously unreported spiro-cyclopentenones, spirobacillenes A (1) and B (2), were isolated from the 24 h broth culture of Lysinibacillus fusiformis KMC003 derived from acidic coal-mine drainage.Expand
Pheromones of Terrestrial Invertebrates
TLDR
This chapter covers the literature on pheromones of arthropods published between 1998 and 2009 and also shows selected structures of semiochemicals that have been identified earlier and groups them according to their carbon skeletons and possible biosyntheses. Expand