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The Total Synthesis of Chondrochloren A.


ABSTRACT: The first total synthesis of chondrochloren A is accomplished using a 1,2-metallate rearrangement addition as an alternative for the Nozaki-Hiyama-Kishi reaction. This transformation also avoids the inherent challenges of this polyketide segment and provides a new, unprecedented strategy to assemble polyketidal frameworks. The formation of the Z-enamide is accomplished using a Z-selective cross coupling of the corresponding amide to a Z-vinyl bromide.

SUBMITTER: Linne Y 

PROVIDER: S-EPMC8048958 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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The Total Synthesis of Chondrochloren A.

Linne Yannick Y   Bonandi Elisa E   Tabet Christopher C   Geldsetzer Jan J   Kalesse Markus M  

Angewandte Chemie (International ed. in English) 20210225 13


The first total synthesis of chondrochloren A is accomplished using a 1,2-metallate rearrangement addition as an alternative for the Nozaki-Hiyama-Kishi reaction. This transformation also avoids the inherent challenges of this polyketide segment and provides a new, unprecedented strategy to assemble polyketidal frameworks. The formation of the Z-enamide is accomplished using a Z-selective cross coupling of the corresponding amide to a Z-vinyl bromide. ...[more]

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