1430812-71-7Relevant articles and documents
Total synthesis of epicoccamides A and D via olefin cross-metathesis
Yajima, Arata,Kawajiri, Akihiro,Mori, Ayaka,Katsuta, Ryo,Nukada, Tomoo
supporting information, p. 4350 - 4354 (2014/07/22)
Epicoccamides A and D were synthesized through a route that utilizes fragment coupling via olefin cross-metathesis as a key step. The right-hand segment of the epicoccamides was synthesized by a tandem O-acylation-migration reaction, and the left-hand segments were stereoselectively synthesized through a modified version of Crich's β-selective mannosylation. The previously assigned absolute configuration of the epicoccamide D was confirmed, and that of epicoccamide A was assigned as (5S,2′S) based on the NMR and CD spectra. This Letter provides the first example of the total synthesis of epicoccamide A.