Rh-catalyzed ring-opening coupling of cyclic vinyl ethers with organometallic reagents

The rhodium-catalyzed ring-opening coupling of cyclic vinyl ethers, including 2,3-dihydrofuran and benzofuran, with organometallic reagents to give homoallylic alcohols and stilbenoids was reported. The suitable organometallic reagent for 2,3-dihydrofuran and benzofuran was found to be substrate-dep...

Full description

Saved in:
Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 21; no. 21; pp. 4429 - 4433
Main Authors Yin, Long, Zhu, Wanjiang, Xu, Yang, Xing, Junhao, Dou, Xiaowei
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 31.05.2023
Royal Society of Chemistry
Subjects
Alcohols
Benzofuran
Catalysis
Chemical reactions
Chemistry
Chemistry, Organic
Coupling
Ethers
Intermediates
Physical Sciences
Reagents
Rhodium
Ring opening
Science & Technology
Substrates
Vinyl ethers
SUBSTITUTION
ORGANOBORONIC ACIDS
HECK-TYPE REACTION
RHODIUM
ASYMMETRIC 1,4-ADDITION
ARYLATION
CARBON-OXYGEN
ARYL
ARYLBORONIC ACIDS
CONJUGATE ADDITION
Online AccessGet full text

Cover

More Information
Summary:The rhodium-catalyzed ring-opening coupling of cyclic vinyl ethers, including 2,3-dihydrofuran and benzofuran, with organometallic reagents to give homoallylic alcohols and stilbenoids was reported. The suitable organometallic reagent for 2,3-dihydrofuran and benzofuran was found to be substrate-dependent, and a plausible mechanism involving different active organorhodium intermediates was proposed for these coupling reactions. Rhodium-catalyzed ring-opening coupling of 2,3-dihydrofuran/benzofuran with organometallic reagents to give Z -homoallylic alcohols and E -stilbenoids was reported.
Bibliography:Electronic supplementary information (ESI) available. See DOI
https://doi.org/10.1039/d3ob00579h
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob00579h