Enantioselective Synthesis of Oxazocines via MQ‐Phos Enabled Palladium‐Catalyzed Asymmetric Formal [4+4]‐Cycloadditions

Advanced Science, Год журнала: 2024, Номер 11(31)

Опубликована: Июнь 17, 2024

Abstract Oxazocines are key structural intermediates in the synthesis of natural products and pharmaceutical molecules. However, oxazocines especially a highly enantioselective manner, is long‐standing formidable challenge due to unfavorable energetics involved cyclization. Herein, series new PNP‐Ligand P ‐chiral stereocenter first designed synthesized, called MQ‐Phos , successfully applied it Pd‐catalyzed higher‐order formal [4+4]‐cycloaddition α β ‐unsaturated imines with 2‐(hydroxymethyl)‐1‐arylallyl carbonates. The reaction features mild conditions, excellent regio‐ enantiocontrol broad substrate scope (54 examples). Various medium‐sized rings can be afforded moderate yields (up 92%) enantioselectivity 99% ee). newly developed critical for ring catalytic reactivity enantioselectivity.

Язык: Английский

---

Recent Advances in Palladium-Catalyzed [4 + n] Cycloaddition of Lactones, Benzoxazinanones, Allylic Carbonates, and Vinyloxetanes

Topics in Current Chemistry, Год журнала: 2023, Номер 381(6)

Опубликована: Ноя. 3, 2023

Язык: Английский

---

Ring expansion of spirocyclopropanes with stabilized sulfonium ylides: highly diastereoselective synthesis of cyclobutanes

Chemical Communications, Год журнала: 2024, Номер 60(34), С. 4537 - 4540

Опубликована: Янв. 1, 2024

A novel method was devised for regioselective ring expansion of spirocyclopropanes to spirocyclobutanes with stabilized sulfonium ylides, affording 1,2- trans -disubstituted 6,8-dioxaspiro[3.5]nonane-5,9-diones without the formation any isomers.

Язык: Английский

---

The literature of heterocyclic chemistry, part XXII, 2022

Advances in heterocyclic chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Язык: Английский

---

Chemoselective synthesis of tunable poly-functionalized binary pyrazolyl and annulated pyrazolo/pyrido anchored on quinolinone: insecticidal and antioxidant studies

RSC Advances, Год журнала: 2025, Номер 15(8), С. 6050 - 6067

Опубликована: Янв. 1, 2025

Several fused/binary pyrazole quinolinone hybrids are synthesized via tandem reactions and their insecticidal efficacy against S. littoralis A. gossypii evaluated.

Язык: Английский

---

Recent Progress in the Synthesis of Silaspiranes

Chemistry - A European Journal, Год журнала: 2023, Номер 29(70)

Опубликована: Сен. 23, 2023

Abstract Silaspiranes bearing a spiro‐silicon center are promising ring frameworks for the synthesis of novel spirocyclic molecules possessing unique properties. Development efficient methods towards these structures has therefore attracted considerable attentions synthetic chemists. This minireview highlights representative advances in field, and is categorized into four parts according to formation strategies: cyclization, annulation, expansion cycloaddition.

Язык: Английский

---

Chemodivergent mechanosynthesis of cyclopentenyl and pyrrolinyl spirobarbiturates from unsaturated barbiturates and enamino esters

Chemical Communications, Год журнала: 2024, Номер 60(29), С. 3958 - 3961

Опубликована: Янв. 1, 2024

A controllable spirocyclization of unsaturated barbiturates with enamines to selectively synthesize spirobarbiturates has been developed under ball-milling conditions.

Язык: Английский

---

Sc(OTf)₃-Catalyzed Precise Construction of Medium-Sized [4.2.1]-Oxabridged Scaffolds

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 18, 2024

In this study, the readily available and inexpensive Sc(OTf)

Язык: Английский

---

Rh(II)‐Catalyzed Homocoupling/[4+1] Cycloaddition Cascade of Diazobarbiturates with Diazopyrazolones to Prepare Spirobarbiturates

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(11), С. 2596 - 2601

Опубликована: Апрель 9, 2024

Abstract Under the catalysis of Rh 2 (OAc) 4 (10 mol%) and (±)‐Me‐Pybox (20 in 1,2‐DCE at 80 °C, homocoupling/[4+1] cycloaddition cascade diazobarbiturates with diazopyrazolones proceeded readily provided spirobarbiturates 32–88% chemical yields. The structure obtained was identified by X‐ray diffraction analysis.

Язык: Английский

---

Synthesis and transformations of 2,4-dioxa- and 2,4-diazaspiro[5.5]undecanones equipped with a diterpenoid substituent

Russian Chemical Bulletin, Год журнала: 2023, Номер 72(10), С. 2453 - 2465

Опубликована: Окт. 1, 2023

Язык: Английский

---