484061-55-4Relevant academic research and scientific papers
Cross-Metathesis Approach to the Tricyclic Marine Alkaloids (-)-Fasicularin and (-)-Lepadiformine A
Burnley, James,Wang, Zhen J.,Jackson, W. Roy,Robinson, Andrea J.
, p. 8497 - 8505 (2017/08/23)
A cross-metathesis protocol has been developed to provide facile access to highly hindered trisubstituted α-branched olefins, which when coupled with a cationic azaspirocyclization reaction, generates the marine alkaloids (-)-fasicularin 2 and a pro-forma synthesis of (-)-lepadiformine A 1.
Total Synthesis of (-)-Lepadiformine A Utilizing Hg(OTf)2-Catalyzed Cycloisomerization Reaction
Nishikawa, Keisuke,Kikuchi, Seiho,Ezaki, Shinnosuke,Koyama, Tomoyuki,Nokubo, Haruka,Kodama, Takeshi,Tachi, Yoshimitsu,Morimoto, Yoshiki
supporting information, p. 5772 - 5775 (2015/12/11)
A cytotoxic marine alkaloid (-)-lepadiformine A (1) possesses a unique structure characterized by the trans-1-azadecalin AB ring system fused with the AC spiro-cyclic ring. In this research, we found that a cycloisomerization reaction from amino ynone 2 t
Total synthesis of the tricyclic marine alkaloids (-)-lepadiformine, (+)-cylindricine C, and (-)-fasicularin via a common intermediate formed by formic acid-induced intramolecular conjugate azaspirocyclization
Abe, Hideki,Aoyagi, Sakae,Kibayashi, Chihiro
, p. 1473 - 1480 (2007/10/03)
A very short and efficient enantioselective total synthesis of the tricyclic marine alkaloids (-)-lepadiformine (3), (+)-cylindricine C (1c), and (-)-fasicularin (4) has been developed utilizing the formyloxy 1-azaspiro[4.5]decane 5 as a common intermedia
Total synthesis of the natural enantiomer of (-)-lepadiformine and determination of its absolute stereochemistry
Abe, Hideki,Aoyagi, Sakae,Kibayashi, Chihiro
, p. 3017 - 3020 (2007/10/03)
A short synthesis: The naturally occurring (-)-lepadiformine ((-)-3) was prepared in nine steps in 31.4% overall yield. The key step involved the formation of 2 by the spirocyclization of the N-acyliminium ion generated from 1. Furthermore, HPLC analysis
