Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(11), С. 3173 - 3178

Опубликована: Янв. 1, 2024

An efficient B(C 6 F 5 ) 3 catalyzed protocol for the synthesis of oxindole fused 1,3-oxazepanes from pyrrolidine substituted aryl alkynones has been developed.

Язык: Английский

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Coupling of 2H-Chromenes with Silyl Ketene Acetals Enabled by Borane Catalysis

ACS Catalysis, Год журнала: 2022, Номер 12(15), С. 9153 - 9158

Опубликована: Июль 14, 2022

Borane-mediated hydride abstraction has been shown to be a powerful tool for the C(sp3)–H functionalization of amines, but same activity with ethers is unknown in literature. Herein, we report that this was observed 2H-chromenes and catalytic reaction based on established by using silyl ketene acetals as nucleophiles.

Язык: Английский

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Recent Advances in Asymmetric Catalysis Associated with B(C6F5)3

Molecules, Год журнала: 2023, Номер 28(2), С. 642 - 642

Опубликована: Янв. 8, 2023

The prevalence and significance of asymmetric catalysis in the modern medicinal industry has been witnessed recent years, which have already used to manufacture (S)-Naproxen (S)-Propranolol. With matched specificities such as Lewis acidity steric bulk, B(C6F5)3 gained accelerating attention on its application Diels–Alder cycloaddition reactions, carbonyl-ene cyclization, other various demonstrated by elegant examples from most literature. Some significant progress reaction indirect activation substrates through situ generation numerous supramolecular catalysts based Lewis-acid-assisted acid (LLA) or assisted Brønsted (LBA) strategies promoted cooperative actions chiral co-catalysts played a direct role this review.

Язык: Английский

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Synthesis and Applications of Chiral Bicyclic Bisborane Catalysts

Synthesis, Год журнала: 2021, Номер 54(06), С. 1527 - 1536

Опубликована: Ноя. 19, 2021

Abstract The development of chiral borane Lewis acid catalysts opened the door for transition-metal-free catalyzed asymmetric organic reactions. Herein, we have summarized our work on preparation two classes novel bicyclic bisborane derived from C 2-symmetric [3.3.0] dienes and [4.4] dienes, respectively. These not only form frustrated pairs with bases to catalyze hydrogenation reactions but also activate basic functional groups in traditional 1 Introduction 2 Synthesis 2-Symmetric Fused Bicyclic Bisborane Catalysts Their Use Imine Hydrogenation 3 Spiro ­N-Heteroarene Reduction 4 Other Types Asymmetric Reactions Promoted by Chiral ­Bicyclic 5 Conclusion

Язык: Английский

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Concise Synthesis of (±)‐Myrioneurinol Enabled by Sequential [2+2] Cycloaddition/Retro‐Mannich Fragmentation/Mannich Reaction

Angewandte Chemie International Edition, Год журнала: 2022, Номер 61(26)

Опубликована: Март 15, 2022

A concise total synthesis of (±)-myrioneurinol has been achieved in 14 steps. An efficient AgSbF6 /t-BuCl-catalyzed intramolecular [2+2] cycloaddition reaction the alkynone-tethered enamine was developed to prepare highly strained cyclobutene. It used combination with a subsequent retro-Mannich fragmentation/Mannich efficiently construct tricyclic core myrioneurinol.

Язык: Английский

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