Issue 10, 2024

Total synthesis of 14-membered ring β-resorcylic acid lactone (+)-monocillin II

Abstract

This study outlines the total synthesis of (+)-monocillin II, wherein a cis-isomer selectively produces a trans-isomer during the ring-closing metathesis. The Mitsunobu reaction conducted at −60 °C, facilitating the formation of an ester bond, was the key to completing the total synthesis, which was accomplished in the longest linear sequence of 10 steps with an overall yield of 9.3%.

Graphical abstract: Total synthesis of 14-membered ring β-resorcylic acid lactone (+)-monocillin II

Supplementary files

Article information

Article type
Paper
Submitted
20 Jan 2024
Accepted
10 Feb 2024
First published
14 Feb 2024

Org. Biomol. Chem., 2024,22, 2056-2058

Total synthesis of 14-membered ring β-resorcylic acid lactone (+)-monocillin II

N. Kokaji, N. Ishikura, A. Matsuzawa, S. Kamo and K. Sugita, Org. Biomol. Chem., 2024, 22, 2056 DOI: 10.1039/D4OB00110A

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