Rearrangement of N-Oxyenamines and Related Reactions

AA Tabolin, SL Ioffe - Chemical Reviews, 2014 - ACS Publications
Hydroxylamines and their derivatives have found a wide range of applications in organic
synthesis. 1 In this review we hope to cover the synthetic applications of N …

Phosphorus(III)-Mediated Stereoconvergent Formal [4+1]-Cycloannulation of 1,2-Dicarbonyls and o-Quinone Methides: A Multicomponent Assembly of 2,3 …

KX Rodriguez, JD Vail, BL Ashfeld - Organic letters, 2016 - ACS Publications
A phosphorus (III)-mediated formal [4+ 1]-cycloaddition of 1, 2-dicarbonyls and o-quinone
methides to provide 2, 3-dihydrobenzofurans is described. By exploiting the carbene-like …

Recent Advances in the Arylation and Alkenylation of N–O Bonds

YX Jiao, XP Ma, GF Su, DL Mo - Synthesis, 2017 - thieme-connect.com
This review covers recent advances in arylation and alkenylation of compounds with N–O
bonds. Transition-metal-catalyzed/mediated reactions and metal-free strategies are …

Synthesis of oxime ethers via a formal reductive O–H bond insertion of oximes to α-keto esters

N Takeda, R Maeda, M Yasui, M Ueda - Chemical Communications, 2024 - pubs.rsc.org
This study describes an efficient approach to access oxime ethers via P (III)-mediated O–H
bond insertion reaction of oximes with α-keto esters. The strategy involves the protonation of …

Asymmetric Dearomatizative Diels–Alder Reaction for the Construction of Hydrodibenzo[b,d]furan Frameworks with Tetrasubstituted Stereogenic Centers

BX Xiao, W Du, YC Chen - Advanced Synthesis & Catalysis, 2017 - Wiley Online Library
Constructing fused hydrodibenzofuran architectures bearing a tetrasubstituted stereogenic
center adjacent to an O atom is extremely difficult. Here we have developed an asymmetric …

Tandem C–O and C–N Bonds Formation Through O-Arylation and [3,3]-Rearrangement by Diaryliodonium Salts: Synthesis of N-Aryl Benzo[1,2,3]triazin-4(1H)-one …

WM Shi, XP Ma, CX Pan, GF Su… - The Journal of Organic …, 2015 - ACS Publications
Metal-free O-arylation and [3, 3]-rearrangement have been shown as an efficient strategy to
construct new C–O and C–N bonds in one-pot reactions. The method was used to prepare N …

Highly enantioselective [3+ 2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid

M Zhang, S Yu, F Hu, Y Liao, L Liao, X Xu… - Chemical …, 2016 - pubs.rsc.org
Enantioselective [3+ 2] coupling of cyclic enamides with quinone monoimines was realised
using a chiral phosphoric acid as a catalyst. This transformation allowed for the synthesis of …

Gold‐Catalyzed [3+2]/Retro‐[3+2]/[3+2] Cycloaddition Cascade Reaction of N‐Alkoxyazomethine Ylides

S Sugita, N Takeda, N Tohnai, M Miyata… - Angewandte Chemie …, 2017 - Wiley Online Library
A novel cascade reaction has been developed for the synthesis of 2, 6‐methanopyrrolo [1, 2‐
b] isoxazoles based on the gold‐catalyzed generation of an N‐allyloxyazomethine ylide …

Generation and Rearrangement of N,O‐Dialkenylhydroxylamines for the Synthesis of 2‐Aminotetrahydrofurans

J Son, TW Reidl, KH Kim, DJ Wink… - Angewandte Chemie …, 2018 - Wiley Online Library
A new diastereoselective route to 2‐aminotetrahydrofurans has been developed from N, O‐
dialkenylhydroxylamines. These intermediates undergo a spontaneous C− C bond‐forming …

Sequential Nucleophilic Arylation/Ring-Contractive Rearrangement of N-Alkoxylactams

N Takeda, Y Kobori, K Okamura, M Yasui… - Organic Letters, 2020 - ACS Publications
A nucleophilic addition/ring-contractive rearrangement of α-bromo N-alkoxylactams with
organometallic reagents was developed, providing an efficient access to α-acylpyrrolidines …