Polybinaphthyls in Asymmetric Catalysis

Converting the Highly Enantioselective Mono(BINOL) Catalyst to a Highly Enantioselective Poly(BINOL) Catalyst for the Asymmetric Organozinc Additions Asymmetric Reduction of Prochiral Ketones Catalyzed by the Chiral BINOL Monomer and Polymer Catalysts

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Multinuclear catalyst for copper

T1 - Multinuclear catalyst for copper-catalyzed asymmetric conjugate addition of organozinc reagents AU - Endo Kohei AU - Ogawa Mika AU - Shibata Takanori PY - 2010/3/22 Y1 - 2010/3/22 N2 - (Figure Presented) A whole lot o' metal: An efficient copper-catalyzed asymmetric conjugate addition was achieved using a binol-derived ligand

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New Derivatives of VAPOL and VANOL: Structurally Distinct

3 3-disubstituted BINOL phosphoric acids 2 for asym-metric Mannich-type reactions These phosphoric acids have since then proven to be versatile chiral Brnsted acid catalysts and a multitude of successful catalytic asym-metric systems have been developed under their aegis 5 Chiral BINOL N-triflyl phosphoramide catalysts 3 were

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Molecules

Organocatalysis has emerged as a powerful synthetic tool in organic chemistry in the last few decades Among various classes of organocatalysis chiral diol-based scaffolds such as BINOLs VANOLs and tartaric acid derivatives have been widely used to induce enantioselectivity due to the ability of the hydroxyls to coordinate with the Lewis acidic sites of reagents or substrates and create a

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Ruben Martinez ACIEE: 1996 Year in Review Baran Group

Ruben Martinez ACIEE: 1996 Year in Review Baran Group Meeting 10/20/12 Heterogenous Palladium−Catalyzed Regioselective Hydrostannation of Alkenes Lautens et al ACIEE 1996 35 1329−1330 OH [Pd(OH)2]/C (10 mol%) Bu3SnH (1 5 equiv)Bu 3SnOH THF ca 20 C 1 h 82% Use of Pearlman's catalyst as a Pd source gave superior yields

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ChemInform Abstract: Titanium(IV)/Tridentate BINOL

Jan 09 2009ChemInform is a weekly Abstracting Service delivering concise information at a glance that was extracted from about 200 leading journals To access a ChemInform Abstract of an article which was published elsewhere please select a "Full Text" option The original article is trackable via the "References" option

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Nouvelle structure BINOL

We have developed a new structure of catalyst based upon a BINOL-fused maleimide core to circumvent the inherent limitations of previous catalysts generations The first series showed no enantioselectivity and led us to synthesize a second series whose features are expected to improve the overall efficiency of those catalysts for asymmetric

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Highly Enantioselective Addition of Diphenylzinc to

A H 8-binol derived catalyst allows high enantioselectivity in the reaction of diphenylzinc with both aliphatic and aromatic aldehydes The use of this catalyst avoids the need for additives such as diethylzinc and the mild asymmetric reaction conditions make this chiral catalyst

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F BINOL

BINOL-derived Chiral Phosphoric Acid-Catalyzed Enantioselective Carbonyl-Ene Reactions: Theoretical Elucidation of Stereochemical Outcomes Jun Kikuchia Hiromu Aramakia Hiroshi Okamotoa Masahiro Terada*a e-mail: mteradam tohoku ac jp a Department of Chemistry Graduate School of Science Tohoku University Sendai 980-8578 Japan Contents:

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BINOL_

Thus in the presence of BINOL-Ti catalyst silyoxydioxine 143 and benzaldehyde led to the corresponding alcohol 144 with very good yield and enantiomeric excess 238 Yields obtained with cinnamaldehyde and pentanal were lower although the enantiomeric excess remained good (Table 22) 239-247 Table 22

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Amazon: Privileged Chiral Ligands and Catalysts

Privileged Chiral Ligands and Catalysts 1st Edition * BINOL * TADDOLate Ligands * Cinchona Alkaloids * Proline Derivatives About the Author Qi-Lin Zhou is the Director of the Institute of Elemento-organic Chemistry Nankai University in Tianjin China He obtained his PhD degree at Shanghai Institute of Organic Chemistry

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Carbonyl

(R)-catalyst (R)-catalyst (R)-catalyst (R)-catalyst Me Me OMe O OH 98% ee (53% yield) Me Me OMe O OH 90% ee (4% yield) Me Scope of Mikami Titanium BINOL Ene Reaction: Electrophile JACS 1990 3949 Tet Lett 1996 8515 Tetrahedron 1996 85 O O Ti X X OMe O sieves OH-30 C H OMe O O 98% ee (89% yield) (R)-catalyst sieves-30 C H O (R

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Enantioselective C

Apr 20 2012The direct by-product–free conversion of basic feedstocks to products of medicinal and agricultural relevance is a broad goal of chemical research Butadiene is a product of petroleum cracking and is produced on an enormous scale (about 12 106 metric tons annually) Here with the use of a ruthenium catalyst modified by a chiral phosphate counterion we report the direct redox-triggered

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Akiyama

General Characteristics The phosphoric acids containing an appropriately substituted BINOL backbone function as chiral Brnsted acid catalysts that can promote a wide range of stereoselective reactions Reported independently in 2004 by the laboratories of Takahiko Akimaya (of Gakushuin University Japan) and Masahiro Terada (Tohoku University Japan) these catalysts are called the Akiyama

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Highly Enantioselective Zn(BINOL)

S1 Supporting Information for Highly Enantioselective Zn(BINOL)-Catalyzed Alkynylation of α-Ketoimine Ester: A New Entry to Optically Active Quaternary α-CF 3 α-Amino Acids Gaochao Huang a Jie Yang b and Xingang Zhang* a aKey Laboratory of Organofluorine Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences 345 Lingling Road Shanghai 200032 China and

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Development of bifunctional salen catalysts with modular

NiCs-BINOL salen 74 was shown to catalyze the Michael reaction of malonates and cyclic enones with moderate yields and enantioselectivity up to 90% ee * Since the quinoline salen showed promise as a Lewis acid/Lewis base catalyst we sought to examine other amine functionalized salen ligands in the addition of organozinc reagents to carbonyl

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3 3'

A BINOLate-zinc complex prepared in situ from Et 2 Zn and 3 3'-dibromo-BINOL is an efficient catalyst for the enantioselective hetero-Diels-Alder reaction of Danishefsky's diene with aldehydes to give 2-substituted 2 3-dihydro-4H-pyran-4-ones in up to quantitative yield and 98% ee

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BINOL: A Versatile Chiral Reagent

Chiral Zirconium Catalysts Using Multidentate BINOL Derivatives for Catalytic Enantioselective Mannich-Type Reactions Ligand Optimization and Approaches to Elucidation of the Catalyst Structure Journal of the American Chemical Society 2005 127 (44) 15528-15535 DOI: 10 1021/ja053524d

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Enantioselective one

The catalyst gave both higher conversion and enantioselectivity than (R)-TRIP at the same temperature and with lower catalyst loading Copper(II) NTPA catalyst 7 was prepared in three steps from (R)-(3 3')-bis[(triisopropyl)phenyl] BINOL 21 22 Sequential treatment of the diol with POCl 3 and trifluoromethanesulfonamide provided the

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Sadhana (0123456789()

A BINOL accelerated Ru-catalyzed ortho-selective C-H coupling of arenes tethered to The use of less expensive catalyst and large scale reaction are important practical features 2 Results and Discussion First we commenced the optimization studies with N-phenyl-7-azaindole 1a

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Asymmetric Alkynylation of Aldehydes Catalyzed by an In

Abstract Asymmetric alkynylation of aldehydes using catalytic amounts of In(III)/BINOL enables a broad range of substrate generality with high enantioselectivity due to the bifunctional character of the catalyst activating both substrates

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