Mitsunobu reaction: assembling C–N bonds in chiral traditional Chinese medicine DOI Creative Commons
Xue Zhou, Liang Xu, Zhanhui Ma

и другие.

RSC Advances, Год журнала: 2025, Номер 15(7), С. 5167 - 5189

Опубликована: Янв. 1, 2025

The Mitsunobu reaction is a key bimolecular nucleophilic substitution for synthesizing chiral products. This paper highlights its importance in biologically active compounds, focusing on forming C–N single bonds.

Язык: Английский

HFIP in Organic Synthesis DOI
Hashim F. Motiwala,

Ahlam M. Armaly,

Jackson G. Cacioppo

и другие.

Chemical Reviews, Год журнала: 2022, Номер 122(15), С. 12544 - 12747

Опубликована: Июль 17, 2022

1,1,1,3,3,3-Hexafluoroisopropanol (HFIP) is a polar, strongly hydrogen bond-donating solvent that has found numerous uses in organic synthesis due to its ability stabilize ionic species, transfer protons, and engage range of other intermolecular interactions. The use this exponentially increased the past decade become choice some areas, such as C–H functionalization chemistry. In review, following brief history HFIP an overview physical properties, literature examples reactions using or additive are presented, emphasizing effect each reaction.

Язык: Английский

Процитировано

325

Spiroindoles as Intermediates/Products in Transition Metal-Catalyzed Dearomatization of Indoles DOI
Floris Buttard, Xavier Guinchard

ACS Catalysis, Год журнала: 2023, Номер 13(14), С. 9442 - 9475

Опубликована: Июль 3, 2023

Spirocyclic indole derivatives are fascinating tridimensional molecular scaffolds from both a synthetic and biological point of view. Among the many strategies developed to access these structures, transition metal catalysis has recently led impressive advances, especially relying on unique reactivity dearomatized spirocyclic intermediates. These species can indeed evolve toward or nonspirocyclic products through rearomatization-driven processes, which at same time highly challenging control but also source large structural diversity. This review highlights most prominent methods past decade that involve spirocyclization tethered functional group may be activated by metal, leading rearomatized products. The discussion is particularly focused spiroindoleninium intermediate complex mechanistic features regarding its evolution, dependent catalytic systems.

Язык: Английский

Процитировано

44

Emerging Building Blocks for Medicinal Chemistry: Recent Synthetic Advances DOI
Oleksandr O. Grygorenko, Dmitriy M. Volochnyuk, Bohdan V. Vashchenko

и другие.

European Journal of Organic Chemistry, Год журнала: 2021, Номер 2021(47), С. 6478 - 6510

Опубликована: Сен. 8, 2021

Abstract Current medicinal chemistry relies heavily on the quality of building blocks, i. e. reagents used to introduce chemical diversity into target molecules. The last decade witnessed an emergence many novel (or well‐overlooked old) chemotypes for drug discovery, which is related adapting new synthetic methodologies, designing sp 3 ‐enriched bioisosteres, paying attention previously underrated even unwanted) structural motifs, or combination thereof. In this review with 532 references, a survey selected that emerged recently in provided, focus synthesis corresponding blocks. Thus, saturated (hetero)aliphatic boronates, sulfonyl fluorides, sulfinates, non‐classical benzene isosteres, bicyclic morpholine/piperidine/piperazine analogs, as well gem ‐difluorinated cycloalkanes (as example emerging fluorinated motifs) are discussed.

Язык: Английский

Процитировано

96

Catalytic asymmetric preparation of pyrroloindolines: strategies and applications to total synthesis DOI
Guang‐Jian Mei, Wai Lean Koay,

Chuan Xiang Alvin Tan

и другие.

Chemical Society Reviews, Год журнала: 2021, Номер 50(10), С. 5985 - 6012

Опубликована: Янв. 1, 2021

Pyrroloindolines are widely present in natural products. In this review, we summarize state-of-the-art of catalytic asymmetric synthesis pyrroloindolines, as well related applications to products total synthesis.

Язык: Английский

Процитировано

80

How far have we explored fungi to fight cancer? DOI
Chee Wun How, Yong Sze Ong, Sze Shin Low

и другие.

Seminars in Cancer Biology, Год журнала: 2021, Номер 86, С. 976 - 989

Опубликована: Март 18, 2021

Язык: Английский

Процитировано

62

Synthesis of unsymmetrical sulfamides and polysulfamides via SuFEx click chemistry DOI Creative Commons

Ryan W. Kulow,

Jiun Wei Wu,

Cheoljae Kim

и другие.

Chemical Science, Год журнала: 2020, Номер 11(30), С. 7807 - 7812

Опубликована: Янв. 1, 2020

A general, practical, and efficient synthesis of N,N′-disubstituted sulfamides has been developed applied to the preparation polysulfamides, a virtually unknown class polymers.

Язык: Английский

Процитировано

55

Recent advances in the total synthesis of natural products bearing the contiguous all-carbon quaternary stereocenters DOI

Zhengyuan Xin,

Hui Wang, Haibing He

и другие.

Tetrahedron Letters, Год журнала: 2021, Номер 71, С. 153029 - 153029

Опубликована: Март 27, 2021

Язык: Английский

Процитировано

48

The Transformative Power of Biocatalysis in Convergent Synthesis DOI
Lara Zetzsche, Suman Chakrabarty, Alison R. H. Narayan

и другие.

Journal of the American Chemical Society, Год журнала: 2022, Номер 144(12), С. 5214 - 5225

Опубликована: Март 15, 2022

Achieving convergent synthetic strategies has long been a gold standard in constructing complex molecular skeletons, allowing for the rapid generation of complexity comparatively streamlined routes. Traditionally, biocatalysis not played prominent role laboratory synthesis, with application biocatalysts primarily limited to synthesis chiral fragments. Although use enzymes enable approaches is relatively new and emerging, combining efficiency transformations selectivity achievable through creates opportunities efficient strategies. This Perspective provides an overview recent developments biocatalytic offers insights into advantages these methods compared their small molecule-based counterparts.

Язык: Английский

Процитировано

38

Mitsunobu Reaction: A Powerful Tool for the Synthesis of Natural Products: A Review DOI Creative Commons
Saba Munawar, Ameer Fawad Zahoor, Shafaqat Ali

и другие.

Molecules, Год журнала: 2022, Номер 27(20), С. 6953 - 6953

Опубликована: Окт. 17, 2022

The Mitsunobu reaction plays a vital part in organic chemistry due to its wide synthetic applications. It is considered as significant for the interconversion of one functional group (alcohol) another (ester) presence oxidizing agents (azodicarboxylates) and reducing (phosphines). renowned stereoselective which inverts stereochemical configuration end products. One most important applications role synthesis natural This review article will focus on contribution towards total products, highlighting their biological potential during recent years.

Язык: Английский

Процитировано

38

Cross-Coupling of Amines via Photocatalytic Denitrogenation of In Situ Generated Diazenes DOI
Keri A. Steiniger,

Matthew C. Lamb,

Tristan H. Lambert

и другие.

Journal of the American Chemical Society, Год журнала: 2023, Номер 145(21), С. 11524 - 11529

Опубликована: Май 18, 2023

A method for C(sp

Язык: Английский

Процитировано

23