First Total Synthesis of Tanzawaic Acid B.
Takatsugu MurataHisazumi TsutsuiTakumi YoshidaHirokazu KubotaShintaro HiraishiHiyo NatsukawaYuki SuzukiDaiki HiragaTakahiro MoriYutaro MaekawaSatoru TateyamaKiyotaka ToyoyamaKeiichi ItoKyohei SuzukiKeita YonekuraNatsumi ShibataTeruyuki SatoYasutaka TasakiTakehiko InohanaAtsuhiro TakanoNaoki EgashiraMasaki HondaYuma UmezakiIsamu ShiinaPublished in: ACS omega (2023)
The first total synthesis of (+)-tanzawaic acid B, a natural polyketide bearing a pentadienoic ester and octalin moiety, has been accomplished. The synthetic improvement from previous synthetic conditions facilitated our gram-scale synthesis of the chiral octalin that possesses seven stereogenic centers and that is the core skeleton of almost all of the tanzawaic acid family.
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