Literature DB >> 31901002

Selective Synthesis of Z-Cinnamyl Ethers and Cinnamyl Alcohols through Visible Light-Promoted Photocatalytic E to Z Isomerization.

Hengchao Li1, Hang Chen1, Yang Zhou1, Jin Huang1, Jundan Yi1, Hongcai Zhao1, Wei Wang1, Linhai Jing1.   

Abstract

A photocatalytic E to Z isomerization of alkenes using an iridium photosensitizer under mild reaction conditions is disclosed. This method provides scalable and efficient access to Z-cinnamyl ether and allylic alcohol derivatives in high yields with excellent stereoselectivity. Importantly, this method also provides a powerful strategy for the selective synthesis of Z-magnolol and honokiol derivatives possessing potential biological activity.
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  allylic alcohols; cinnamyl ethers; iridium; isomerization; photocatalysis

Year:  2020        PMID: 31901002     DOI: 10.1002/asia.201901778

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  3 in total

1.  Synthesis of Enantioenriched 3,4-Disubstituted Chromans through Lewis Base Catalyzed Carbosulfenylation.

Authors:  Travis Menard; Aragorn Laverny; Scott E Denmark
Journal:  J Org Chem       Date:  2021-10-21       Impact factor: 4.354

2.  Photocatalytic E→Z Contra-Thermodynamic Isomerization of Vinyl Silanes with Lewis Base.

Authors:  Thi Minh Thi Le; Thibaud Brégent; Philippe Jubault; Thomas Poisson
Journal:  Chemistry       Date:  2022-07-22       Impact factor: 5.020

3.  Intramolecular Povarov Reactions for the Synthesis of Chromenopyridine Fused 2-Pyridone Polyheterocycles Binding to α-Synuclein and Amyloid-β Fibrils.

Authors:  Dan E Adolfsson; Mohit Tyagi; Pardeep Singh; Adrian Deuschmann; Jörgen Ådén; Anna L Gharibyan; Sanduni Wasana Jayaweera; Anders E G Lindgren; Anders Olofsson; Fredrik Almqvist
Journal:  J Org Chem       Date:  2020-10-25       Impact factor: 4.354

  3 in total

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