Recent developments of diazo compounds in organic synthesis

D Qiu, J Wang - 2021 - World Scientific
Diazo compounds are versatile organic compounds and have become increasingly
important in organic synthesis and many other fields. In particular, α-diazocarbonyl …

Cycloaddition/annulation strategies for the construction of multisubstituted pyrrolidines and their applications in natural product synthesis

J Li, Y Ye, Y Zhang - Organic Chemistry Frontiers, 2018 - pubs.rsc.org
Pyrrolidines are privileged substructures of numerous bioactive natural products and drugs.
How to synthesize these important synthetic targets in a more efficient manner is a hot …

Construction of Unique Eight- or Nine-Membered Polyheterocyclic Systems via Multicomponent Reaction of l-Proline, Alkyl Propiolate, and Isatin

J Cao, F Yang, J Sun, Y Huang… - The Journal of Organic …, 2018 - ACS Publications
The multicomponent reaction of l-proline, isatins, and excess of methyl propiolates in
methanol unexpectedly afforded 2-(oxoindolin-3-ylidene) propylidene) pyrrolidin-1-yl) …

Generation of medium-ring cycloalkynes by ring expansion of vinylogous acyl triflates

J Tummatorn, GB Dudley - Organic Letters, 2011 - ACS Publications
Reductive cyclization of aryl and vinyl iodides tethered to vinylogous acyl triflates (VATs)
induces a ring-expanding fragmentation to provide cyclic alkynyl ketones, including strained …

Cu (OAc) 2/FOXAP complex catalyzed construction of 2, 5-dihydropyrrole derivatives via asymmetric 1, 3-dipolar cycloaddition of azomethine ylides to ethynyl ketones

FF Tang, WL Yang, X Yu, WP Deng - Catalysis Science & Technology, 2015 - pubs.rsc.org
Catalytic asymmetric 1, 3-dipolar cycloaddition of azomethine ylides to ethynyl ketones
catalyzed by the Cu (OAc) 2/FOXAP (ferrocenyl oxazolinylphosphine) complex was …

Synthesis of the azatricyclic ACD ring system of calyciphylline A-type Daphniphyllum alkaloids via a nonstabilized azomethine ylide generated by desilylation

D Ma, H Cheng, C Huang, L Xu - Tetrahedron Letters, 2015 - Elsevier
An efficient synthetic strategy for the direct and rapid construction of the [6-5-7] ACD
azatricyclic ring system of numerous calyciphylline A-type alkaloids has been successfully …

Synthesis of demissidine by a ring fragmentation 1, 3-dipolar cycloaddition approach

Z Zhang, GM Giampa, C Draghici, Q Huang… - Organic …, 2013 - ACS Publications
A synthesis of the steroidal alkaloid demissidine from epiandrosterone is reported. A ring
fragmentation reaction that efficiently ruptured the D-ring of a diazo ester derivative of …

Synthesis of functionalized 2, 5-dihydropyrrole derivatives via a convenient [3+ 2] annulation of azomethine ylides with allenoates

Z Huang, Z Dai, J Zhu, F Yang, Q Zhou - Organic & Biomolecular …, 2018 - pubs.rsc.org
A convenient [3+ 2] annulation of azomethine ylides with allenoates promoted by
triethylamine produced highly functionalized 2, 5-dihydropyrrole derivatives in moderate to …

Formal and total synthesis of (±)-cycloclavine

ND Jabre, T Watanabe, M Brewer - Tetrahedron letters, 2014 - Elsevier
A ring fragmentation and intramolecular azomethine ylide 1, 3-dipolar cycloaddition
sequence of reactions was successfully used in the preparation of a known (±)-cycloclavine …

Preparation of tethered aldehyde ynoates and ynones by ring fragmentation of cyclic γ-oxy-β-hydroxy-α-diazo carbonyls

A Bayir, C Draghici, M Brewer - The Journal of Organic Chemistry, 2010 - ACS Publications
Cyclic γ-oxy-β-hydroxy-α-diazo carbonyls undergo Lewis acid induced ring fragmentation to
provide either ynoates or ynones tethered to an aldehyde, ketone, or ester. The …