Formal Synthesis of (−)-Haliclonin A: Stereoselective
Construction of an Azabicyclo[3.3.1]nonane Ring System by a Tandem
Radical Reaction

Ishihara, Jun

Formal Synthesis of (−)-Haliclonin A: Stereoselective Construction of an Azabicyclo[3.3.1]nonane Ring System by a Tandem Radical Reaction

Posted on 2020-06-17 - 17:42

A formal synthesis of (−)-haliclonin A, isolated from the marine sponge Haliclona sp. in Korea, is described. The key feature of the synthesis includes the highly stereoselective tandem radical reaction to construct the azabicyclo[3.3.1]nonane core and the enantioselective formation of an all-carbon quaternary center via the Pd-mediated deracemization.

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Komine, Keita; Urayama, Yasuhiro; Hosaka, Taku; Yamashita, Yuki; Fukuda, Hayato; Hatakeyama, Susumi; et al. (2020). Formal Synthesis of (−)-Haliclonin A: Stereoselective Construction of an Azabicyclo[3.3.1]nonane Ring System by a Tandem Radical Reaction. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.0c01627

https://doi.org/10.1021/acs.orglett.0c01627

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