Palladium-Catalyzed Asymmetric [3+4] Cycloadditions for the Construction of Cyclohepta[b]indoles DOI Open Access
Yi Wang, Jian Zhang, Yangzi Liu

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2023, Номер 43(8), С. 2864 - 2864

Опубликована: Янв. 1, 2023

A Pd-catalyzed decarboxylation strategy for the efficient synthesis of cyclohepta [b]indoles in good yields with to excellent enantioselectivities and moderate diastereoselectivities is reported.In this procedure, viny indoloxazolidones were activated by Pd catalyst generate zwitterionic intermediates situ, which then trapped electro-deficient diene species via asymmetric [3+4] cycloaddition process.

Язык: Английский

High-order dipolar annulations with metal-containing reactive dipoles DOI
Mao‐Mao Zhang,

Bao‐Le Qu,

Bin Shi

и другие.

Chemical Society Reviews, Год журнала: 2022, Номер 51(10), С. 4146 - 4174

Опубликована: Янв. 1, 2022

The advances on metal-catalysed high-order dipolar annulations were comprehensively summarized in this review. To further exploit the potential of unique annulation strategy, a research outlook was also proposed.

Язык: Английский

Процитировано

89

Recent advances in Pd-catalyzed asymmetric cyclization reactions DOI
Bing Xu,

Quanpu Wang,

Chao Fang

и другие.

Chemical Society Reviews, Год журнала: 2023, Номер 53(2), С. 883 - 971

Опубликована: Дек. 18, 2023

This review aims to collect advancements in enantioselective palladium-catalyzed cyclization reactions over the past eleven years, and it is organized into thirteen sections depending on different types of transformations involved.

Язык: Английский

Процитировано

42

Pd-catalyzed exclusively regioselective [5 + 4] cycloaddition for the construction of 1,5-di/ox-azonanes DOI
Wenqi Liu,

Meng Zang,

Jian Zhang

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(7), С. 1680 - 1685

Опубликована: Янв. 1, 2023

An efficient approach for the exclusively regioselective construction of 1,5-di/ox-azonanes via Pd-catalyzed [5 + 4] cycloaddition has been developed.

Язык: Английский

Процитировано

14

Enantioselective Construction of Eight‐Membered N‐Heterocycles from Simple 1,3‐Dienes via Pd(0) Lewis Base Catalysis DOI

Jiaoting Pan,

Takumi Ogawa Ho,

Ying‐Chun Chen

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 63(6)

Опубликована: Дек. 15, 2023

Abstract We report herein an unprecedented enantioselective (4+4) cycloaddition of simple 1,3‐dienes with azadienes for the construction fused eight‐membered N ‐heterocycles. In this transformation, π‐Lewis basic Pd(0) catalyst achieves activation to induce nucleophilic addition followed by ring cyclization via a selective terminal allylic substitution. Furthermore, highly efficient and diastereoselective derivatizations rings provide facile access diverse enantiopure tetra‐ hexacyclic compounds potential application in medicinal chemistry.

Язык: Английский

Процитировано

14

Stereoselective synthesis of functionalized azepines via gold and palladium relay catalysis DOI
Wu‐Lin Yang,

Jia‐Huan Shen,

Zenghui Zhao

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(17), С. 4685 - 4691

Опубликована: Янв. 1, 2022

We developed a cycloisomerization/asymmetric [4 + 3] cycloaddition cascade reaction via gold/palladium relay catalysis, furnishing enantioenriched furan-fused azepines efficiently.

Язык: Английский

Процитировано

23

Transition Metal-Catalyzed Asymmetric Cyclizations Involving Allyl or Propargyl Heteroatom-Dipole Precursors DOI Open Access
Jian Zhang, Ying Chen, Quannan Wang

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2022, Номер 42(10), С. 3051 - 3051

Опубликована: Янв. 1, 2022

Chiral heterocyclic compounds are an important class of chiral substances, which widespread in many drugs, pesticides and catalysts.Therefore, the efficient asymmetric synthesis these becomes a research hotspot organic synthesis.Transition metal-catalyzed cyclization with heteroatom-dipole precursors is method to construct frameworks.Among them, designed based on transition allyl or propargyl substitutions have been extensively studied past two decades occupied role this field.The cyclizations introduced detail.The advantages existing problems current methods analyzed, would provide useful reference for researchers related fields.

Язык: Английский

Процитировано

22

Palladium‐Catalyzed [4+2] Cycloaddition of Hydroxy‐Tethered Allylic Carbonates with Alkenes: Synthesis of Functionalized Tetrahydropyrans DOI Open Access

Jiaqing Xu,

Wangyu Shi,

Min Liu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2022, Номер 364(12), С. 2060 - 2066

Опубликована: Май 5, 2022

Abstract A palladium‐catalyzed [4+2] cycloaddition of hydroxy‐tethered allyl carbonates with five types electron‐deficient alkenes has been achieved, in which a type new acted as valuable precursors for the formation 1,4‐C,O‐dipole allylpalladium intermediates. The reaction proceeded efficiently under mild conditions to provide corresponding tetrahydropyran derivatives moderate high yields excellent diastereoselectivities. magnified image

Язык: Английский

Процитировано

21

Palladium‐Catalyzed [4 + 4] Cycloaddition of Homo‐TMM All‐Carbon 1,4‐Dipole Precursors for Construction of Benzofuro[3,2‐b]azocines and Furo[3,2‐b]azocines DOI
Ying Chen,

Meng Zang,

Weijie Wang

и другие.

Chinese Journal of Chemistry, Год журнала: 2023, Номер 41(21), С. 2825 - 2831

Опубликована: Июнь 25, 2023

Comprehensive Summary We developed a novel Pd‐catalyzed [4 + 4] cycloaddition of (benzo)furan‐derived azadienes with homo‐TMM all‐carbon 1,4‐dipoles in situ generated from α ‐allyl malonate derivatives, affording an array benzofuro[3,2‐ b ]azocines and furo[3,2‐ good to excellent yields (up 96%) exclusive regioselectivities. This methodology featured mild reaction conditions functional group tolerance. The synthetic utility was demonstrated by gram‐scale reaction. Furthermore, the catalytic asymmetric version has also been explored.

Язык: Английский

Процитировано

13

Phosphine-Catalyzed (4 + 2) Annulation of Allenoates with Benzofuran-Derived Azadienes and Subsequent Thio-Michael Addition DOI

Wangyu Shi,

Yue Ren, Haoran Zhao

и другие.

Organic Letters, Год журнала: 2022, Номер 24(20), С. 3747 - 3752

Опубликована: Май 13, 2022

A phosphine-catalyzed (4 + 2) annulation of tetrahydrobenzofuranone-derived allenoates and benzofuran-derived azadienes (BDAs) has been achieved to construct the decahydro-2H-naphtho[1,8-bc]furan derivatives, which were subsequently treated with 4-methylbenzenethiol trimethylamine produce thio-Michael addition products in high excellent yields good diastereoselectivities.

Язык: Английский

Процитировано

19

A new type of δ-vinylvalerolactone for palladium-catalyzed cycloaddition: synthesis of nine-membered heterocycles DOI
Kuan Li, Sen Yang, Bing Zheng

и другие.

Chemical Communications, Год журнала: 2022, Номер 58(46), С. 6646 - 6649

Опубликована: Янв. 1, 2022

In this paper, a new type of δ-vinylvalerolactone was designed and synthesized, used as precursor in Pd-catalyzed [6+3] cycloaddition with azomethine imines, leading to nine-membered 1,2-dinitrogen-containing heterocycles 77-98% yields >20 : 1 d.r. These ring-fused products were further transformed into unusual tetracyclic bridged-ring compounds without loss the diastereoselectivities.

Язык: Английский

Процитировано

19