187040-04-6Relevant articles and documents
Sporolide B: Synthetic studies
Gladding, Jeffery A.,Bacci, James P.,Shaw, Scott A.,Smith III, Amos B.
scheme or table, p. 6697 - 6706 (2011/10/01)
Studies directed toward the synthesis of the architecturally complex marine natural product sporolide B are described. Synthetic analysis suggested advanced hydroquinone and benzodiquinane fragments, which upon elaboration were successfully united via an
Synthetic approaches toward ecteinascidins. Part 1. Preparation of an (E)-2-arylidene-3-benzyl-1,5-imino-3-benzazocin-4-one having a protected phenol in the E-ring
Saito, Naoki,Tashiro, Kyoichi,Maru, Yukie,Yamaguchi, Kentaro,Kubo, Akinori
, p. 53 - 70 (2007/10/03)
A synthetic strategy for the preparation of ecteinascidins isolated from the Caribbean tunicate Ecteinascidia turbinata and an efficient synthesis of a key tricyclic lactam intermediate 32 are described.The key step is the intramolecular cyclization of the allylic alcohol 15 to the (E)-1,5-imino-3-benzazocine 16.Cyclization of 15 (R = Me, Bn) afforded the desired product 16 in good yield.However, treatment of 15 (R = MOM) under acidic conditions gave compound 18 in high yield, the structure of which was determined by X-ray crystallography.Finally, 16 was converted into (E)-N-methyltricyclic lactam 32 that can serve as a synthetic precursor of ecteinascidins.