A short synthesis of (±)-cherylline dimethyl ether-Reference-Cited by-同舟云学术

A short synthesis of (±)-cherylline dimethyl ether

Published:2009-12-16 Issue: Volume:5 Page:
ISSN:1860-5397
Container-title:Beilstein Journal of Organic Chemistry
language:en
Short-container-title:Beilstein J. Org. Chem.

Author:

Kale Bhima Y,Shinde Ananta D,Sonar Swapnil S,Shingate Bapurao B,Kumar Sanjeev,Ghosh Samir,Venugopal Soodamani,Shingare Murlidhar S

Abstract

A synthesis of (±)-cherylline dimethyl ether is reported. The key steps involved are Michael-type addition, radical azidonation of an aldehyde, Curtius rearrangement, and reduction of an isocyanate intermediate followed by Pictet–Spengler cyclization.

Publisher

Beilstein Institut

Subject

Organic Chemistry

Link

https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-5-80.pdf

Reference18 articles.

1. Cherylline, a 4-phenyl-1,2,3,4-tetrahydroisoquinoline alkaloid

2. Latifine, a biogenetic isomer of cherylline, from Crinum latifolium L.

3. Synthesis and pharmacological evaluation of some new tetrahydroisoquinoline derivatives inhibiting dopamine uptake and/or possessing a dopaminomimetic property

4. Total synthesis of racemic cherylline

Cited by 7 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Amaryllidaceae Alkaloid Cherylline Inhibits the Replication of Dengue and Zika Viruses;Antimicrobial Agents and Chemotherapy;2021-08-17

2. The Pictet–Spengler Reaction: A Powerful Strategy for the Synthesis of Heterocycles;Advances in Heterocyclic Chemistry;2019

3. Acyl Azides: Versatile Compounds in the Synthesis of Various Heterocycles;Synthesis;2018-02-01

4. Modular Approach to 9-Monosubstituted Fluorene Derivatives Using MoV Reagents;Organic Letters;2016-02-25

5. Thiamine hydrochloride as a promoter for the efficient and green synthesis of 12-aryl-8,9,10,12 tetrahydrobenzoxanthene-11-one derivatives in aqueous micellar medium;Tetrahedron Letters;2013-12