The Aldol Reaction: Organocatalytic Approach

Elsevier eBooks, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Язык: Английский

---

Multifaceted Behavior of 2‐Cyanobenzaldehyde and 2‐Acylbenzonitriles in the Synthesis of Isoindolinones, Phthalides and Related Heterocycles

European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(24)

Опубликована: Май 4, 2023

Abstract 2‐Cyanobenzaldehye (also called 2‐formylbenzonitrile) and related 2‐acylbenzonitriles belong to a class of bifunctional aromatic compounds that emerged as useful starting materials in developing efficient cascade‐type reactions leading different heterocyclic compounds. The variety sometimes unpredictable mechanisms rise from these structurally simple renders this unique afford, through divergent cascade reactions, heterocycles like isoindolinones, phthalides known with the name isobenzofuranones), imidates, less extent isoindolin‐1‐imine, six‐ seven‐membered heterocycles, porphyrins, also asymmetric way exploiting organocatalytic activation modes. To give picture, chemistry can be associated Goldberg variations which stem common motive pressing surprising way. In Review, emphasis is given synthetic methods for access substituted 2‐cyanobenzaldehydes allowed enlarge scope described reactions.

Язык: Английский

---

Advances in Transition Metal Catalysis and Organocatalysis Approaches towards Asymmetric Synthesis of β-Amino Acid Derivatives

Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Авг. 16, 2024

Abstract The stereoselective synthesis of β-amino acids has attracted major attention among the synthetic community in recent years. This review provides an overview important advances chiral acid over past decade. It covers development enantioselective methods using transition-metal complexes or organocatalysts, mainly including catalytic asymmetric hydrogenation, Mannich reaction, multicomponent reactions diazo compounds, and conjugate addition. Additionally, optically active by other approaches are also summarized. 1 Introduction 2 Strategies towards Asymmetric Synthesis β-Amino Acids 2.1 Hydrogenation 2.2 Reaction 2.3 Conjugate Addition 2.4 Multicomponent Reactions 2.5 Miscellaneous 2.5.1 from Chiral Amines 2.5.2 Isoxazolidinones 2.5.3 Other Methodologies 3 Summary Outlook

Язык: Английский

---

Chiral Quaternary Ammonium Salt‐Catalyzed Enantioselective Addition Reactions of Hydantoins

Helvetica Chimica Acta, Год журнала: 2023, Номер 107(3)

Опубликована: Дек. 29, 2023

Abstract We herein report a protocol for the asymmetric 1,4‐addition of hydantoins to various Michael acceptors by utilizing Cinchona alkaloid‐based chiral quaternary ammonium salt catalysts. Various products were obtained with moderate good enantioselectivities and accompanying computational investigations helped identify key interactions responsible observed selectivity. DFT calculations along non‐covalent interaction plots reveal presence numerous stabilizing non‐classical hydrogen bonding other between hydantoin molecule in C−C bond forming transition states leading formation products. In addition, first proof‐of‐concept an analogous a‐sulfanylation reaction, albeit poor selectivity, is reported as well.

Язык: Английский

---

Five-membered ring systems with O and N atoms

Progress in heterocyclic chemistry, Год журнала: 2023, Номер unknown, С. 351 - 382

Опубликована: Янв. 1, 2023

Язык: Английский

---