Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes.

Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes. Research Abstract Details 

Research Abstract Table of Contents

Jump to the:

Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes. Abstract Text:

Masaki Shimizu,Chihiro Nakamaki,Katsuhiro Shimono,Michael Schelper,Takuya Kurahashi,Tamejiro Hiyama,

Palladium-catalyzed cross-coupling reaction of 1,1-diboryl-1-alkenes with aryl and alkenyl iodides was found to proceed stereoselectively, giving rise to the corresponding mono-coupled product as a single diastereomer with E-configuration. Second coupling of the initial product with another aryl iodide affords diverse triarylalkenes in their stereochemically pure form. This highly stereoselective approach for triarylalkenes allows one to synthesize both diastereomers in one pot from 1,1-diboryl-1-alkenes.

Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes. Publishing Authors By Initials

M Shimizu,C Nakamaki,K Shimono,M Schelper,T Kurahashi,T Hiyama,

For similar natural sciences: chemistry: chemistry, organic: isomerism: stereoisomerism research abstracts see: natural sciences: chemistry: chemistry, organic: isomerism: stereoisomerism research

PUBMED ID PMID:

MEDLINE DATE:

Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: Journal of the American Chemical Society

VOLUME: 127

Page Numbers: 12506-7

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 14

MONTH: Sep

YEAR: 2005

Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 7503056

Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes. Keywords Mesh Terms:

KEYWORDS: Stereoisomerism

MESH TERMS: chemistry

Chemical & Substance for Abstract: Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes. Information

Substance Name: Cross-Linking Reagents

Registry Number: 0

Grant and Affiliation Information for Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes.

AFFILIATION: Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto University Katsura, Nishikyo-ku, Kyoto 615-8510, Japan. shimizu@npc05.kuic.kyoto-u.ac.jp

Country: United States

AGENCY:

GRANT:

ACRONYM:

MEDLINETA: J Am Chem Soc

REFSOURCE:

DATABASENAME:

ACCESSION NUMBER:

Number Hits: 0

Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes Related Publications

• A case of 24 years longevity of an ionescu-shiley bioprosthesis in the mitral position.
• A silicon-based approach to oligoarenes by iterative cross-coupling reactions of halogenated organo[(2-hydroxymethyl)phenyl]dimethylsilanes.
• A strategy for C-h activation of pyridines: direct C-2 selective alkenylation of pyridines by nickel/lewis Acid catalysis.
• Action of chondroitinases. II. Numerical calculation of the degree of multiple attack.
• Alkenyl- and aryl[2-(hydroxymethyl)phenyl]dimethylsilanes: an entry to tetraorganosilicon reagents for the silicon-based cross-coupling reaction.
• Cascade triple-aldehyde addition of 1,2,3,4-tetrakis(pinacolatoboryl)but-2-ene: stereoselective synthesis of 2,3-bis(alkylidene)alkane-1,5-diols.
• Catalytic asymmetric synthesis of allylsilanes through rhodium/chiral diene-catalyzed 1,4-addition of alkenyl[2-(hydroxymethyl)phenyl]dimethylsilanes.
• Cyanoesterification of 1,2-dienes: synthesis and transformations of highly functionalized alpha-cyanomethylacrylate esters.
• Detection of human telomerase reverse transcriptase (hTERT) expression in tissue and pancreatic juice from pancreatic cancer.
• Effects of KP-496, a novel dual antagonist at the cysteinyl leukotriene receptor 1 and the thromboxane A(2) receptor, on airway obstruction in guinea pigs.
• Effects of KP-496, a novel dual antagonist for leukotriene D4 and thromboxane A2 receptors, on contractions induced by various agonists in the guinea pig trachea.
• Facile synthesis and palladium-catalyzed cross-coupling reactions of 2,3-bis(pinacolatoboryl)-1,3-butadiene.
• Isolation and characterization of L-fucose dehydrogenase from rabbit liver.
• Mixed ductal-endocrine carcinoma derived from intraductal papillary mucinous neoplasm (IPMN) of the pancreas identified by human telomerase reverse transcriptase (hTERT) expression.
• Multilayer holographic recording using a two-color-absorption photopolymer.
• NIR spectroscopic investigation of two fluoroquinolones, levofloxacin and ofloxacin, and their tablets for qualitative identification of commercial products on the market.
• Nickel-catalyzed arylcyanation of alkynes.
• Palladium-catalyzed annulation of vic-bis(pinacolatoboryl)alkenes and -phenanthrenes with 2,2'-dibromobiaryls: facile synthesis of functionalized phenanthrenes and dibenzo[g,p]chrysenes.
• Rapid determination of nitazoxanide in tablets using reversed-phase ultra-performance liquid chromatography (UPLC) and high-performance liquid chromatography.
• Silicon-bridge effects on photophysical properties of silafluorenes.
• Sodium-level-sensitive Sodium Channel and Salt-Intake Behavior.
• Solid state structures and photophysical properties of (trimethylsilyl)methyl-substituted anthracenes and pyrenes.
• Spectrophotometric Determination of Plutonium in Highly Radioactive Liquid Waste Using an Internal Standardization Technique with Neodymium(III).
• Stannylative cycloaddition of enynes catalyzed by palladium-iminophosphine.
• Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes.
• Studies on the influence of uniformity of particle size of powder, tapping and sample replacement for diffusion reflectance quantitative NIR spectrometric analysis.
• Telomere Shortening and Telomerase Expression during Multistage Carcinogenesis of Intraductal Papillary Mucinous Neoplasms of the Pancreas.
• Weight loss and isotopic shifts for water drops frozen on a liquid nitrogen surface.
• Why does fluoride anion accelerate transmetalation between vinylsilane and palladium(II)-vinyl complex? Theoretical study.