4.8 Article

Synergistic Pd/Amine-Catalyzed Stereodivergent Hydroalkylation of 1,3-Dienes with Aldehydes: Reaction Development, Mechanism, and Stereochemical Origins

Related references

Note: Only part of the references are listed.
Article Chemistry, Multidisciplinary

Diastereodivergent Synthesis of β-Amino Alcohols by Dual-Metal-Catalyzed Coupling of Alkoxyallenes with Aldimine Esters

Minghui Zhu et al.

Summary: The study presents a dual-metal catalyzed diastereodivergent coupling method for the synthesis of beta-amino alcohols with multiple stereoisomers, enabling the concise preparation of natural products such as mycestericins F and G.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Multidisciplinary

Enantioselective Addition of α-Nitroesters to Alkynes

Ryan T. Davison et al.

Summary: In this study, the coupling of alpha-nitroesters and alkynes using Rh-H catalysis was employed to prepare alpha-amino-acid precursors. This atom-economical strategy allows for the generation of two contiguous stereocenters with high enantio- and diastereocontrol. The alkyne undergoes isomerization to form a Rh-III-pi-allyl electrophile which then reacts with an alpha-nitroester nucleophile, ultimately leading to the formation of allylic alpha-amino esters through reduction with In powder.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Multidisciplinary

Stereodivergent Carbon-Carbon Bond Formation between Iminium and Enolate Intermediates by Synergistic Organocatalysis

Byungjun Kim et al.

Summary: A stereodivergent method for the Michael addition of aryl acetic acid esters to alpha,beta-unsaturated aldehydes has been developed using a combination of a chiral pyrrolidine and a chiral Lewis base as catalysts. The reaction allows for the synthesis of products with high enantio- and diastereoselectivity, which can be further transformed into a variety of valuable enantioenriched structures.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Article Chemistry, Multidisciplinary

Sequence-Dependent Stereodivergent Allylic Alkylation/Fluorination of Acyclic Ketones

Xi-Jia Liu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

π-Coordinating Chiral Primary Amine/Palladium Synergistic Catalysis for Asymmetric Allylic Alkylation

Yaning Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

Enantioselective Synthesis of Functionalized Arenes by Nickel-Catalyzed Site-Selective Hydroarylation of 1,3-Dienes with Aryl Boronates

Justin S. Marcum et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Ni-Catalyzed Regiodivergent and Stereoselective Hydroalkylation of Acyclic Branched Dienes with Unstabilized C(sp3) Nucleophiles

Wen Shao et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

Nickel-catalyzed Enantioselective Hydroarylation and Hydroalkenylation of Styrenes

Yue-Gang Chen et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Stereodivergent Synthesis through Catalytic Asymmetric Reversed Hydroboration

Tao-Tao Gao et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

CuH-Catalyzed Enantioselective Ketone Allylation with 1,3-Dienes: Scope, Mechanism, and Applications

Chengxi Li et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Nucleophile-Dependent Z/E- and Regioselectivity in the Palladium-Catalyzed Asymmetric Allylic C-H Alkylation of 1,4-Dienes

Hua-Chen Lin et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Cationic Co(I)-Intermediates for Hydrofunctionalization Reactions: Regio- and Enantioselective Cobalt-Catalyzed 1,2-Hydroboration of 1,3-Dienes

Krishnaja Duvvuri et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Iridium-Catalyzed Enantioselective Allylic Substitution with Aqueous Solutions of Nucleophiles

Tobias Sandmeier et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Stereodivergent Coupling of 1,3-Dienes with Aldimine Esters Enabled by Synergistic Pd and Cu Catalysis

Qinglong Zhang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Ni-Catalyzed Enantioselective Intermolecular Hydroamination of Branched 1,3-Dienes Using Primary Aliphatic Amines

Gael Tran et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Highly Selective and Catalytic Generation of Acyclic Quaternary Carbon Stereocenters via Functionalization of 1,3-Dienes with CO2

Xiao-Wang Chen et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Stereodivergent Synthesis of α,α-Disubstituted α-Amino Acids via Synergistic Cu/Ir Catalysis

Liang Wei et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Enantioselective Intermolecular Pd-Catalyzed Hydroalkylation of Acyclic 1,3-Dienes with Activated Pronucleophiles

Nathan J. Adamson et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Stereodivergent Allylation of Azaaryl Acetamides and Acetates by Synergistic Iridium and Copper Catalysis

Xingyu Jiang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Ir/Cu Dual Catalysis: Enantio- and Diastereodivergent Access to alpha,alpha-Disubstituted alpha-Amino Acids Bearing Vicinal Stereocenters

Xiaohong Huo et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Nickel(0)-Catalyzed Hydroalkylation of 1,3-Dienes with Simple Ketones

Lei Cheng et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Enantioselective Coupling of Dienes and Phosphine Oxides

Shao-Zhen Nie et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Physical

Enantioselective dearomative prenylation of indole derivatives

Hang-Fei Tu et al.

NATURE CATALYSIS (2018)

Article Chemistry, Multidisciplinary

From Palladium to Bronsted Acid Catalysis: Highly Enantioselective Regiodivergent Addition of Alkoxyallenes to Pyrazolones

Hui Zhou et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Article Chemistry, Multidisciplinary

Stereodivergent Allylic Substitutions with Aryl Acetic Acid Esters by Synergistic Iridium and Lewis Base Catalysis

Xingyu Jiang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen's Amine

Faben A. Cruz et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Enantioselective Terminal Addition to Allenes by Dual Chiral Primary Amine/Palladium Catalysis

Han Zhou et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Intermolecular Hydroamination of 1,3-Dienes To Generate Homoallylic Amines

Xiao-Hui Yang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Enantioselective Intermolecular Addition of Aliphatic Amines to Acyclic Dienes with a Pd-PHOX Catalyst

Nathan J. Adamson et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Rhodium-Catalyzed Hydrofunctionalization: Enantioselective Coupling of Indolines and 1,3-Dienes

Xiao-Hui Yang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Alkyne Hydroheteroarylation: Enantioselective Coupling of Indoles and Alkynes via Rh-Hydride Catalysis

Faben A. Cruz et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Highly Regio- and Enantioselective Copper-Catalyzed Reductive Hydroxymethylation of Styrenes and 1,3-Dienes with CO2

Yong-Yuan Gui et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Chiral Pincer Carbodicarbene Ligands for Enantioselective Rhodium-Catalyzed Hydroarylation of Terminal and Internal 1,3-Dienes with Indoles

Justin S. Marcum et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Review Chemistry, Multidisciplinary

Stereodivergence in Asymmetric Catalysis

Simon Krautwald et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Review Chemistry, Multidisciplinary

Analyzing Reaction Rates with the Distortion/Interaction-Activation Strain Model

F. Matthias Bickelhaupt et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Review Chemistry, Multidisciplinary

Branching Out: Rhodium-Catalyzed Allylation with Alkynes and Allenes

Philipp Koschker et al.

ACCOUNTS OF CHEMICAL RESEARCH (2016)

Article Chemistry, Multidisciplinary

Allylic Alkylations with Enamine Nucleophiles

Nicholas Butt et al.

CHEMICAL RECORD (2016)

Article Chemistry, Multidisciplinary

An Ir/Zn Dual Catalysis for Enantio- and Diastereodivergent α-Allylation of α-Hydroxyketones

Xiaohong Huo et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

Article Multidisciplinary Sciences

Copper-catalysed enantioselective stereodivergent synthesis of amino alcohols

Shi-Liang Shi et al.

NATURE (2016)

Article Chemistry, Multidisciplinary

Chiral Primary Amine/Palladium Dual Catalysis for Asymmetric Allylic Alkylation of β-Ketocarbonyl Compounds with Allylic Alcohols

Han Zhou et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Article Chemistry, Multidisciplinary

Stereodivergent Dual Catalytic α-Allylation of Protected α-Amino- and α-Hydroxyacetaldehydes

Tobias Sandmeier et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Article Chemistry, Multidisciplinary

Asymmetric γ-Allylation of α,β-Unsaturated Aldehydes by Combined Organocatalysis and Transition-Metal Catalysis

Line Naesborg et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Review Chemistry, Multidisciplinary

Asymmetric Organocatalysis Combined with Metal Catalysis: Concept, Proof of Concept, and Beyond

Dian-Feng Chen et al.

ACCOUNTS OF CHEMICAL RESEARCH (2014)

Article Chemistry, Multidisciplinary

Palladium-Catalyzed Allylic Alkylation of Simple Ketones with Allylic Alcohols and Its Mechanistic Study

Xiaohong Huo et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

Article Chemistry, Multidisciplinary

Stereodivergent Total Synthesis of Δ9-Tetrahydrocannabinols

Michael A. Schafroth et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

Article Chemistry, Multidisciplinary

Stereodivergent α-Allylation of Linear Aldehydes with Dual Iridium and Amine Catalysis

Simon Krautwald et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Review Chemistry, Multidisciplinary

Asymmetric Ion-Pairing Catalysis

Katrien Brak et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

Review Chemistry, Multidisciplinary

Asymmetric Counteranion-Directed Catalysis: Concept, Definition, and Applications

Manuel Mahlau et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

Article Chemistry, Multidisciplinary

Dual Catalysis Becomes Diastereodivergent

Maria Teresa Oliveira et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

Review Chemistry, Multidisciplinary

Combining transition metal catalysis and organocatalysis - an update

Zhenting Du et al.

CHEMICAL SOCIETY REVIEWS (2013)

Editorial Material Multidisciplinary Sciences

A New Twist on Cooperative Catalysis

Corinna S. Schindler et al.

SCIENCE (2013)

Article Multidisciplinary Sciences

Enantio- and Di Aereodivergent Dual Catalysis: α-Allylation of Branched Aldehydes

Simon Krautwald et al.

SCIENCE (2013)

Review Chemistry, Multidisciplinary

The progression of chiral anions from concepts to applications in asymmetric catalysis

Robert J. Phipps et al.

NATURE CHEMISTRY (2012)

Article Chemistry, Multidisciplinary

Catalytic Asymmetric Diastereodivergent Deracemization

Marco Luparia et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2011)

Article Chemistry, Multidisciplinary

Direct Asymmetric alpha-Allylation of Aldehydes with Simple Allylic Alcohols Enabled by the Concerted Action of Three Different Catalysts

Gaoxi Jiang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2011)

Article Chemistry, Organic

Efficient palladium-catalyzed asymmetric allylic alkylation of ketones and aldehydes

Xiaohu Zhao et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2011)

Article Chemistry, Organic

Asymmetric palladium-catalyzed hydroarylation of styrenes and dienes

Susanne M. Podhajsky et al.

TETRAHEDRON (2011)

Article Chemistry, Multidisciplinary

Direct catalytic intermolecular alpha-allylic alkylation of aldehydes by combination of transition-metal and organocatalysis

I Ibrahem et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2006)

Article Chemistry, Organic

Palladium-catalyzed addition of mono- and dicarbonyl compounds to conjugated dienes

A Leitner et al.

JOURNAL OF ORGANIC CHEMISTRY (2004)

Article Chemistry, Multidisciplinary

Palladium-catalyzed asymmetric addition of pronucleophiles to allenes

BM Trost et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2003)