Bibliographic Details
| Title: |
Aza-Wacker Cyclization Toward the Bridged Core of FR901483. |
| Authors: |
Shen, Defeng1 (AUTHOR), Xie, Changmin1 (AUTHOR), Ruan, Zhuwei1 (AUTHOR), Yang, Chen1 (AUTHOR), Huang, Sha-Hua2 (AUTHOR), Zhu, Lili1 (AUTHOR), Hong, Ran1 (AUTHOR) |
| Source: |
Synthesis. Jun2023, Vol. 55 Issue 12, p1940-1948. 9p. |
| Subjects: |
Double bonds, Tertiary amines, Ring formation (Chemistry), Derivatization, Amines |
| Abstract: |
A nine-step synthetic route to access the tricyclic core of FR901483 is reported, featuring a key aza-Wacker cyclization step to construct an α-tertiary amine (ATA) in the bridged structure. The aza-Wacker protocol can tolerate both exocyclic and endocyclic double bonds, providing viable access to various bridged bicyclic rings bearing an ATA (e.g., 6-azabicyclo[3.2.1]octane, 7-azabicyclo[3.3.1]nonane, and 7-azabicyclo[4.2.1]nonane) in good to excellent yields. The synthetic studies presented herein enable structural derivatization of FR901483 to further exploit its compelling biological activities. [ABSTRACT FROM AUTHOR] |
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| Database: |
Engineering Source |
