APPLICATIONS OF C-H INSERTION REACTION IN TOTAL SYNTHESIS OF BIOLOGICALLY ACTIVE HETEROCYCLIC NATURAL PRODUCTS

作者：Kan Toshiyuki^*; Asakawa Tomohiro; Inai Makoto

来源：Heterocycles, 2016, 92(1): 31-43.

DOI：10.3987/REV-15-829

Here, we summarize our work on applications of the Rh-catalyzed C-H insertion reaction to syntheses of heterocyclic natural products. Total synthesis of racemic serotobenine (4) was achieved in an optical active form. Enantioselective synthesis of SB-203207 (25) was accomplished via desymmetric C-H insertion reaction of 33 to construct the bicyclo[3.3.0] framework. Stereoselective synthesis of MFPA (53) was accomplished with the aid of an intermolecular C-H insertion reaction. Synthesis of aperidine (70) featured cis-selective construction of the dihydrobenzofuran ring of 81 by utilizing Hashimoto's catalyst.

• 出版日期2016-1-1