The Huisgen reaction: milestones of the 1, 3‐dipolar cycloaddition

M Breugst, HU Reissig - Angewandte Chemie International …, 2020 - Wiley Online Library
Abstract The concept of 1, 3‐dipolar cycloadditions was presented by Rolf Huisgen 60 years
ago. Previously unknown reactive intermediates, for example azomethine ylides, were …

Isoxazolidine: a privileged scaffold for organic and medicinal chemistry

M Berthet, T Cheviet, G Dujardin, I Parrot… - Chemical …, 2016 - ACS Publications
The isoxazolidine ring represents one of the privileged structures in medicinal chemistry,
and there have been an increasing number of studies on isoxazolidine and isoxazolidine …

Chiral phosphoric acids as versatile catalysts for enantioselective transformations

M Terada - Synthesis, 2010 - thieme-connect.com
Chiral phosphoric acids derived from axially chiral biaryls and related chiral Brønsted acids
have emerged as an attractive and widely applicable class of enantioselective …

1, 3-Dipolar cycloadditions of azomethine imines

C Nájera, JM Sansano, M Yus - Organic & Biomolecular Chemistry, 2015 - pubs.rsc.org
Azomethine imines are considered 1, 3-dipoles of the aza-allyl type which are transient
intermediates and should be generated in situ but can also be stable and isolable …

Organocatalytic synthesis of spiro [pyrrolidin-3, 3′-oxindoles] with high enantiopurity and structural diversity

XH Chen, Q Wei, SW Luo, H Xiao… - Journal of the American …, 2009 - ACS Publications
The privileged spiro [pyrrolidin-3, 3′-oxindole] derivatives exhibit important biological
activities. An enantioselective organocatalytic approach to the rapid synthesis of spiro …

Metal-free sequential [3+ 2]-dipolar cycloadditions using cyclooctynes and 1, 3-dipoles of different reactivity

BC Sanders, F Friscourt, PA Ledin… - Journal of the …, 2011 - ACS Publications
Although metal-free cycloadditions of cyclooctynes and azides to give stable 1, 2, 3-triazoles
have found wide utility in chemical biology and material sciences, there is an urgent need for …

Diastereo-and enantioselective construction of 3, 3′-pyrrolidinyldispirooxindole framework via catalytic asymmetric 1, 3-dipolar cycloadditions

W Dai, XL Jiang, Q Wu, F Shi, SJ Tu - The Journal of organic …, 2015 - ACS Publications
The first catalytic enantioselective construction of a 3, 3′-pyrrolidinyldispirooxindole
scaffold has been established via organocatalytic asymmetric 1, 3-dipolar cycloadditions of …

Oxidation of oximes to nitrile oxides with hypervalent iodine reagents

BA Mendelsohn, S Lee, S Kim, F Teyssier… - Organic …, 2009 - ACS Publications
Iodobenzene diacetate in MeOH containing a catalytic amount of TFA efficiently oxidizes
aldoximes to nitrile oxides. The latter may be trapped in situ with olefins in a bimolecular or …

Asymmetric organocatalytic three-component 1, 3-dipolar cycloaddition: control of stereochemistry via a chiral Brønsted acid activated dipole

XH Chen, WQ Zhang, LZ Gong - Journal of the American …, 2008 - ACS Publications
A Brønsted acid catalyzed three-component asymmetric 1, 3-dipolar addition reaction
between aldehydes, amino esters, and dipolarophiles by a new bisphosphoric acid, derived …

Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes

A Yoshimura, KR Middleton, AD Todora… - Organic …, 2013 - ACS Publications
Hypervalent iodine catalyzed oxidation of aldoximes using oxone as a terminal oxidant
generates nitrile oxides, which react with alkenes and alkynes to give the corresponding …