158527-21-0Relevant articles and documents
Versatile one-pot reductive alkylation of lactams/amides via amide activation: Application to the concise syntheses of bioactive alkaloids (±)-bgugaine, (±)-coniine, (+)-preussin, and (-)-cassine
Xiao, Kai-Jiong,Wang, Yu,Ye, Ke-Yin,Huang, Pei-Qiang
supporting information; experimental part, p. 12792 - 12796 (2011/02/22)
Direct entry: One-pot reductive alkylation of lactams/amides with Grignard reagents has been realized via lactam/amide activation with Tf2O. This method opens a direct entry to α-alkylated amines. The versatility of the method is illustrated by the concise syntheses of bioactive alkaloids (±)-bgugaine, (±)-coniine, (+)-preussin, and (?)-cassine.
Novel route to the synthesis of hydroxylated pyrrolidine derivatives via the intramolecular reaction of γ-aminoallylstannane with aldehyde. Total synthesis of (+)-preussin
Kadota, Isao,Saya, Shioko,Yamamoto, Yoshinori
, p. 335 - 348 (2007/10/03)
The thermal cyclization of γ-aminoallylstannane (8) having an aldehyde group gave β-hydroxypyrrolidine derivative (9a) as a sole product. This methodology was applied successfully to the total synthesis of (+)-preussin.
A Concise Synthesis of the Antifungal Agent (+)-Preussin
Overhand, Mark,Hecht, Sidney M.
, p. 4721 - 4722 (2007/10/02)
The antifungal agent (+)-preussin (1) was synthesized in five efficient transformations from t-Boc-(S)-phenylalanine.The key step involved the Hg(II)-mediated ring closure of ynone 4, a 5-endo-dig process.