Issue 14, 2023

Asymmetric total syntheses of sarbracholide and shizukaol B

Abstract

Asymmetric syntheses of lindenane sesquiterpenoid [4 + 2] head-to-back dimers, namely sarbracholide and shizukaol B, are presented herein. In this synthesis, an MTBD-mediated one-pot Z-type elimination/lactonization was performed to install an α,β-unsaturated lactone, while a biomimetic [4 + 2] dimerization between a triene and dienophile was carried out to establish the dimers.

Graphical abstract: Asymmetric total syntheses of sarbracholide and shizukaol B

Supplementary files

Article information

Article type
Research Article
Submitted
01 May 2023
Accepted
30 May 2023
First published
30 May 2023

Org. Chem. Front., 2023,10, 3591-3597

Asymmetric total syntheses of sarbracholide and shizukaol B

G. Huang, Z. Huang, X. Ma, Z. Feng, F. Yuan, S. Qin, S. Fu and B. Liu, Org. Chem. Front., 2023, 10, 3591 DOI: 10.1039/D3QO00643C

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