Efficient synthesis of zealexin B1, a maize sesquiterpenoid phytoalexin, via Suzuki-Miyaura coupling

The first concise method for the synthesis of zealexin B1, a maize sesquiterpenoid phytoalexin, was developed via Suzuki-Miyaura coupling. The coupling components were prepared as their corresponding triflates or boronates, starting from the corresponding commercially available ketone and a known ketoester; the latter is a Diels-Alder product. The reaction was also performed by interchanging the boronate and triflate coupling partners, and the yields were significantly different for the two combinations. (C) 2022 Elsevier Ltd. All rights reserved.

Automated summary

The first concise method for the synthesis of zealexin B1, a maize sesquiterpenoid phytoalexin, was developed via Suzuki-Miyaura coupling. The yields of the coupling reaction were significantly different depending on the combination of boronate and triflate coupling partners.