Atropisomerism in Asymmetric Organic Synthesis

Challenges and Applications

Atropisomerism in Asymmetric Organic Synthesis

Challenges and Applications

139,00 €*

in Vorbereitung

Presents new methodologies, strategies, and unique catalysts emerged in the oxidative heterocoupling area and tackles some everlasting challenges.

Preface<br> <br>PART I ATROPOSELECTIVE SYNTHESIS<br> <br>1 Introduction <br> <br>1.1. Molecular chirality and atropisomerism <br>1.2. Atropisomerism in asymmetric organic synthesis<br>1.3. Atropisomerism: Challenges and applications<br> <br>2 Iron- and Ruthenium-catalyzed Atroposelective Synthesis of Axially Chiral Compounds<br>2.1. Introduction<br>2.2. Oxidative homocoupling of 2-naphthols to BINOL and its derivatives<br>2.3. Oxidative cross-coupling of 2-naphthols to asymmetric BINOLs<br>2.4. Oxidative spirocyclization of 2-naphthols<br>2.5. Conclusion<br> <br>3 Vanadium-catalyzed Atroposelective Coupling of Arenols and Application in the Synthesis of Polycyclic Heteroaromatics PHAs<br>3.1. Introduction<br>3.2. Chiral vanadium catalysis in homo-coupling of hydroxycarbazoles<br>3.3. Chiral vanadium catalysis in hetero-coupling of hydroxycarbazole with 2-naphthols<br>3.4. Enantioselective synthesis of oxa[9]helicenes via chiral vanadium complex-catalyzed homo-couplings of polycyclic phenols<br>3.5. Enantioselective synthesis of oxaza[7]dehydrohelicenes via chiral vanadium complex-catalyzed hetero-couplings of 3-hydroxycarbazoles and 2-naphthols<br>3.6. Summary and Conclusion<br> <br>4 Atroposelective Suzuki?Miyaura coupling towards Axially Chiral Biaryls: Mechanistic Insight<br>4.1. Introduction<br>4.2. Mechanism insight of SMC reaction and enantiodetermining step<br>4.3. Asymmetric SMC reaction<br>4.4. Conclusion<br> <br>5 Organocatalytic Enantioselective Formation of Atropisomers <br>5.1. Introduction<br>5.2. Aminocatalysis<br>5.3. Brønsted base catalysis<br>5.4. Phase Transfer Catalysis<br>5.5. Chiral Phosphoric Acids<br>5.6. Conclusions<br> <br>6 Synthesis of Atropisomers via Enantioselective Ring-Opening Reactions<br>6.1. Introduction<br>6.2. Asymmetric ring-opening of biaryl lactones and its derivatives<br>6.3. Asymmetric ring-opening reactions via C-I bond cleavage<br>6.4. Asymmetric ring-opening reactions via C-N and C-P bonds cleavage<br>6.5. Asymmetric ring-opening reactions via C-C and C-Si bonds cleavage<br>6.6. Asymmetric ring-opening reactions via C-O and C-S bonds cleavage<br>6.7. Oriented asymmetric ring-opening via transient pentacyclic metal species<br>6.8. Summary and Conclusions<br> <br>PART II CHALLENGES AND APPLICATIONS<br> <br>7 Axially Chiral Ligands and Catalysts Derived from Atropisomeric Binaphthyl Structures<br>7.1. Introduction <br>7.2. Chiral ligands derived from BINOLs<br>7.3. Chiral ligands derived from BINAMs<br>7.4. Chiral ligands derived from NOBINs<br>7.5. Chiral organocatalysts derived from BINOLs<br>7.6. Chiral organocatalysts derived from BINAMs<br>7.7. Chiral organocatalysts derived from NOBINs<br>7.8. Chiral ligands and catalysts derived from other Binaphthyl motifs<br>7.9. Summary and Outlook<br> <br>8 Multinuclear Zinc Catalysts with Axially Chirality<br>8.1. Pioneering works on BINOL-Zn System<br>8.2. Enantioselective addition reaction of dialkylzinc to aldehydes using BINOL additive<br>8.3. Catalytic asymmetric alkynylation of aldehydes<br>8.4. Catalytic asymmetric Diels-Alder reaction<br>8.5. Catalytic asymmetric epoxidation of enones<br>8.6. Catalytic asymmetric direct Aldol reaction<br>8.7. Catalytic asymmetric iodofunctionalization of alkenes<br>8.8. Conclusions<br> <br>9 Binaphthyl-based Chiral DMAP Derivatives in Enantioselective Transformations<br>9.1. Introduction<br>9.2. Binaphthyl-based chiral DMAP derivatives<br>9.3. Intramolecular acyl transfer reactions<br>9.4. Intermolecular acyl transfer reactions<br>9.5. Summary and Conclusions<br> <br>10 Catalytic Atroposelective Oxidative Coupling in Natural Product Synthesis<br>10.1. Introduction<br>10.2. Copper-catalyzed asymmetric oxidative coupling to construct a chiral axis<br>10.3. Vanadium-catalyzed asymmetric oxidative coupling to construct a chiral axis<br>10.4. Enzymatic strategies to synthesize natural products via atroposelective coupling<br>10.5. Conclu
ISBN 9783527352838
Artikelnummer 9783527352838
Medientyp Buch
Auflage 1. Auflage
Copyrightjahr 2024
Verlag Wiley-VCH
Umfang 336 Seiten
Abbildungen 2 Farbabb.
Sprache Englisch