De novo synthesis of dimerization-ready flavan unit via intramolecular Pummerer/Friedel–Crafts cascade

Vipul V. Betkekar; Keisuke Suzuki; Ken Ohmori

doi:10.1039/D2OB01416E

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De novo synthesis of dimerization-ready flavan unit via intramolecular Pummerer/Friedel–Crafts cascade†

Vipul V. Betkekar,^a Keisuke Suzuki

^a and Ken Ohmori

*^a

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* Corresponding authors

^a Department of Chemistry, Tokyo Institute of Technology, 2-12-1, O-okayama, Meguro-ku, Japan
E-mail: kohmori@chem.titech.ac.jp

Abstract

We describe the de novo synthesis of a dimerization-ready flavan derivative via the Pummerer/Friedel–Crafts cascade. This method allowed facile access to oligomeric proanthocyanidin natural products. The total synthesis of procyanidin B4 was achieved by this strategy.

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Article information

DOI: https://doi.org/10.1039/D2OB01416E
Article type: Communication
Submitted: 05 Aug 2022
Accepted: 06 Sep 2022
First published: 06 Sep 2022

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Org. Biomol. Chem., 2022,20, 7419-7423

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De novo synthesis of dimerization-ready flavan unit via intramolecular Pummerer/Friedel–Crafts cascade

V. V. Betkekar, K. Suzuki and K. Ohmori, Org. Biomol. Chem., 2022, 20, 7419 DOI: 10.1039/D2OB01416E

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Organic & Biomolecular Chemistry

De novo synthesis of dimerization-ready flavan unit via intramolecular Pummerer/Friedel–Crafts cascade†

Abstract

Supplementary files

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De novo synthesis of dimerization-ready flavan unit via intramolecular Pummerer/Friedel–Crafts cascade

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