Progress has been made in the study of the total synthesis of natural products of radon

Dippinine-Chippiine-type natural products (Figures 1, 1-11) are a sub-family of secondary metabolites of Ivega natural products, with a unique strong rigidity of the thick ring skeleton, especially the containing hand nitrogen hybrid (3.3.1) bridge ring skeleton, which is rare among the natural products of pyridine.
In addition, the molecule contains several hand centers, including the bridgehead's hand carbon, and is influenced by the absolute configuration of the C20 bit, the full carbon hex ring in the Dippinine class molecule (2-6) is a chair-like structure, while the six-way ring in the Chipine molecule (8-10) is a ship-like structure.
, these natural products have potentially good activity in reversing the resistance of tumor cells.
Based on its unique, novel and complex structural characteristics, which bring synthesis challenges and potential biological activity, the full synthesis research of such natural products is of great scientific significance for promoting the development of new methods and strategies for organic synthesis and for in-depth research on the biological activity of related natural products and their new similars.
recently, the Hanfu Group of the Chun Institute of Applied Chemistry of the Chinese Academy of Sciences reported on the first asymmetrical full synthesis and its absolute configuration of Dippine-Chippine's co-natural products (Figure 1,1), and made important progress in this field.
research designs and develops asymmetric Michael/aldol series reactions between pyridine-endamide derivatives 12 (Figure 2) and acrylic derivatives to build hand nitrogen hybrids (3.3.1) bridge ring skeleton derivatives (13 and 14), the molecular nitrogen hybrid SN2' reaction to build nitrogen-containing hex ring (15→16; 18→19), Stille joint introduction of the bridge ring side-by-side basic energy group (1 6→17) and catalyst-controlled stereoscopic selective hydrogenation (19→9-11) are the key reactions of the dispersive synthesis route strategy, the realization of a series of Ivega secondary metabolite natural products dippinine B (4) and C (5) ), 10, 11-demethoxychippiine (9), 3-O-methyl-10, 11-demethoxychippiine (10), 3-hydroxy-3, 4- The first asymmetrical diversity full synthesis of the five natural products of secocoronaridine (11), as well as the asymmetric synthesis of two similar objects, C11-bit demethoxydippinine A (3) and demethoxydippinine D (7).
The new synthesis strategies and methods developed by this research are of great reference value to the synthesis of other natural products in this family and lay an important foundation for the further study of the biological activity of such natural products and their similar products.
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