Asymmetric 1,4-hydrosilylations of alpha,beta-unsaturated esters

Journal of the American Chemical Society
Bruce H LipshutzBenjamin R Taft

Abstract

Complexing catalytic amounts of CuH with a nonracemic JOSIPHOS or SEGPHOS ligand, together with stoichiometric PMHS, leads to exceedingly efficient and highly enantioselective 1,4-reductions of beta,beta-disubstituted enoates and lactones. An unprecedented substrate-to-ligand ratio of 7700:1 for this type of reaction is documented.

References

Oct 14, 2005·Journal of the American Chemical Society·Gregory HughesStephen L Buchwald

❮ Previous
Next ❯

Citations

Jul 9, 2010·Journal of the American Chemical Society·Yasuhiro HirataSensuke Ogoshi
May 21, 2010·Journal of the American Chemical Society·Ralph MoserBruce H Lipshutz
May 12, 2011·Journal of the American Chemical Society·Barry M TrostJean-Philip Lumb
Nov 15, 2011·Journal of the American Chemical Society·Abigail Albright, Robert E Gawley
Dec 21, 2004·Organic Letters·Junghyun ChaeStephen L Buchwald
May 5, 2006·Organic Letters·Bruce H LipshutzChing-Tien Lee
Feb 23, 2013·Organic Letters·Aaron M Whittaker, Gojko Lalic
Feb 18, 2016·Chemical Reviews·Liang HongRui Wang
Jul 8, 2016·ACS Applied Materials & Interfaces·Xiaoyi ZhuDongjiang Yang
Jul 28, 2016·Chemical Reviews·Abraham J JordanJoseph P Sadighi
Jun 24, 2017·Chemical Reviews·Bin MaoBen L Feringa
Jun 28, 2018·Chemical Communications : Chem Comm·Summer D LaffoonKami L Hull
Oct 31, 2006·Angewandte Chemie·Sebastian Rendler, Martin Oestreich
Nov 23, 2006·Angewandte Chemie·Ramón Gómez ArrayásJuan Carlos Carretero
Jan 16, 2007·Angewandte Chemie·Carl DeutschNorbert Krause
Aug 27, 2005·Angewandte Chemie·Bruce H Lipshutz, Bryan A Frieman
Jan 21, 2006·Angewandte Chemie·Bruce H LipshutzAnthony E Tomaso
Feb 2, 2018·Chemical & Pharmaceutical Bulletin·Jun Shimokawa
Jul 21, 2011·Organic & Biomolecular Chemistry·Ninglin LiPauline Chiu
Aug 23, 2019·Beilstein Journal of Organic Chemistry·Gagandeep Kour ReenPratibha Sharma
Apr 14, 2020·Beilstein Journal of Organic Chemistry·Shohei MimuraMasaya Sawamura
Sep 13, 2012·Chemistry : a European Journal·David H WoodmanseeAndreas Pfaltz
Sep 30, 2015·Chemistry : a European Journal·Tsuyoshi MitaYoshihiro Sato
Oct 19, 2016·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Yasushi Tsuji, Tetsuaki Fujihara
Sep 27, 2012·Angewandte Chemie·Jessada MahatthananchaiJeffrey W Bode

❮ Previous
Next ❯

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.