132969-71-2Relevant articles and documents
Synthesis of the C9-C25 Subunit of Spirastrellolide B
Maitra, Soma,Bodugam, Mahipal,Javed, Salim,Hanson, Paul R.
, p. 3094 - 3097 (2016)
The synthesis of the C9-C25 subunit of the marine natural product spirastrellolide B is reported. The key synthetic features included the union of the two key fragments 5 and 6 via a Suzuki-Miyaura coupling reaction and a late-stage, one-pot sequential de
Synthetic studies toward the total synthesis of tautomycetin
Pereira De Sant'Ana, Danilo,De Oliveira Rezende Júnior, Celso,Campagne, Jean-Marc,Dias, Luiz Carlos,Marcia De Figueiredo, Renata
, p. 12344 - 12357 (2019/10/10)
The studies culminating in the synthesis of two large subunits of tautomycetin are described. The first one, fragment C1-C12 that has an anti-1,3-dimethyl system and a terminal diene unit, was accomplished in 10 linear steps in 7.4% overall yield. The second one, fragment C13-C25 which bears the sensitive anhydride framework and the majority of the stereogenic centers, was prepared in 13 linear steps (longest sequence) in 8% overall yield. Among the key transformations used, a regioselective epoxide opening, a Pd-catalyzed addition of terminal alkyne to acceptor alkyne, a Mukaiyama aldol reaction, a Yamaguchi esterification, and a homemade mild di-esterification can be cited. The chosen strategies allowed good yields, stereoselectivity, reproducibility, and scalability for several important intermediates.
Formal synthesis of tirandamycin B
Takahashi, Keisuke,Harada, Rintaro,Hoshino, Yurika,Kusakabe, Taichi,Hatakeyama, Susumi,Kato, Keisuke
, p. 3548 - 3553 (2017/06/01)
A formal synthesis of tirandamycin B is described. The key intermediate is synthesized by Marshall allenyl zinc method, litiofuran coupling, and Achmatowicz reaction to construct the bicyclic core of tirandamycin B.
