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Title: Bioinspired total synthesis of gymnothelignan N. Author: Li H, Zhang Y, Xie X, Ma H, Zhao C, Zhao G, She X. Journal: Org Lett; 2014 Sep 05; 16(17):4440-3. PubMed ID: 25103476. Abstract: Bioinspired total synthesis of gymnothelignan N was accomplished in 13 steps and 6.7% overall yield. The synthesis features a syn Evans aldol reaction, an intramolecular hydrogenative dehydration reaction, and a phenol oxidative dearomatization/Friedel-Crafts reaction, which provides a new plausible biosynthetic pathway for the gymnothelignans and other symbiotic members. Meanwhile, another tetrahydrofuran-type lignan beilschmin A was also synthesized.[Abstract] [Full Text] [Related] [New Search]