Total synthesis of (±)-3-demethoxyerythratidinone <i>via</i> Tf<sub>2</sub>O-promoted cascade reaction of enaminone-Reference-Cited by-同舟云学术

Total synthesis of (±)-3-demethoxyerythratidinone via Tf₂O-promoted cascade reaction of enaminone

Published:2024 Issue:28 Volume:60 Page:3842-3845
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Lou Mingliang¹,Liu Xiaolei²,Han Shoule¹³,Bai Songlin¹⁴,Qi Xiangbing¹³^ORCID

Affiliation:

1. National Institute of Biological Sciences (NIBS), Beijing 102206, China

2. Institute for Smart Materials & Engineering, School of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022, Shandong, China

3. Tsinghua Institute of Multidisciplinary Biomedical Research, Tsinghua University, Beijing 100084, China

4. School of Life Sciences, Tsinghua University, Beijing 100084, China

Abstract

A 6-step synthesis of the Erythrina alkaloid 3-demethoxyerythratidinone was accomplished through a cascade reaction, featuring Tf2O-induced enaminone activation followed by a Pictet–Spengler reaction for the construction of fused and spiro rings.

Funder

National Natural Science Foundation of China

National Outstanding Youth Foundation of China

Tsinghua University

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/CC/D3CC06270H

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