Photoinduced Formal [4+2] Cycloaddition of Two Electron-deficient Olefins: Synthesis of Lucidumone-Reference-Cited by-同舟云学术

Photoinduced Formal [4+2] Cycloaddition of Two Electron-deficient Olefins: Synthesis of Lucidumone

Published:2024-07-03 Issue: Volume: Page:
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Author:

Hu Anhua¹^ORCID,Xu Zhezhe¹,Peng Weibo¹,Huang Jiarui¹,Shen Jinhui¹,Guo Jing-jing¹

Affiliation:

1. Lanzhou University

Abstract

Electronically mismatched Diels−Alder reaction between two electron-deficient components is synthetically useful and yet underdeveloped under thermal conditions. Herein, a photoinduced formal [4+2] cycloaddition of enone with a variety of electron-deficient dienes is described. Key to the success of this stepwise methodology relies on a C−C bond cleavage/rearrangement of the cyclobutane based overbred intermediate via diversified mechanistic pathways. Based on this annulation method, total synthesis of lucidumone is achieved in five steps.

Publisher

Springer Science and Business Media LLC

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