Geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes to give push-pull 1,3-dienes

Chemical Communications : Chem Comm
Linjie LiZhenlei Song

Abstract

A geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes has been developed. The reaction proceeds with α,β-coupling regioselectivity to give push-pull Z,E-1,3-dienes in good yields. The product showed valuable utility in Sakurai homoallylation with acetals to generate α-substituted-γ-keto esters with good anti-selectivity.

References

Aug 22, 2001·Accounts of Chemical Research·C JiaY Fujiwara
Feb 19, 2002·Chemical Reviews·Ian FlemingDavid Walter
Oct 16, 2002·Accounts of Chemical Research·Fumitoshi Kakiuchi, Shinji Murai
Aug 9, 2003·Journal of the American Chemical Society·Eric M Ferreira, Brian M Stoltz
Aug 14, 2003·Chemical Reviews·Amy B Dounay, Larry E Overman
Jul 14, 2006·Chemical Reviews·Jean-Pierre Corbet, Gérard Mignani
Jan 11, 2007·Chemical Reviews·Dino AlbericoMark Lautens
Mar 23, 2007·Nature·Robert G Bergman
Jun 20, 2007·Chemical Society Reviews·Ilya V Seregin, Vladimir Gevorgyan
Nov 2, 2007·Chemical Reviews·Egle M BeccalliSilvia Sottocornola
Jan 10, 2009·Journal of the American Chemical Society·Yun-He XuTeck-Peng Loh
May 15, 2009·Chemical Reviews·Denise A ColbyJonathan A Ellman
Aug 21, 2009·Organic Letters·Chahinez AoufJacques Muzart
Nov 27, 2009·Chemical Reviews·Graham E Dobereiner, Robert H Crabtree
Dec 24, 2009·Chemical Reviews·Ibraheem A I MkhalidJohn F Hartwig
Jan 19, 2010·Chemical Reviews·Thomas W Lyons, Melanie S Sanford
Nov 6, 2010·Chemical Reviews·Chang-Liang SunZhang-Jie Shi
Feb 3, 2011·Chemical Society Reviews·Shu-Yu ZhangYong-Qiang Tu
Mar 12, 2011·Chemical Reviews·Jean Le Bras, Jacques Muzart
Apr 21, 2011·Nature Chemistry·Steven D Bruner
May 27, 2011·Accounts of Chemical Research·Jiwu Ruan, Jianliang Xiao
Jun 15, 2011·Chemical Society Reviews·Joanna Wencel-DelordFrank Glorius
Jun 17, 2011·Chemical Society Reviews·Dennis Mc Cartney, Patrick J Guiry
Oct 29, 2011·Angewandte Chemie·Alison E WendlandtShannon S Stahl
Dec 14, 2011·Accounts of Chemical Research·Denise A ColbyJonathan A Ellman
Dec 15, 2011·Accounts of Chemical Research·Sylvain GaillardSteven P Nolan
Sep 1, 2012·Chemical Reviews·Percia Beatrice ArockiamPierre H Dixneuf
Jan 16, 2013·Chemical Society Reviews·Xiaojie Shang, Zhong-Quan Liu
Mar 26, 2013·Chemical Society Reviews·Bin Li, Pierre H Dixneuf
Jan 24, 2014·Nature Chemistry·John T Groves

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.