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About: Ylide is a(n) research topic. Over the lifetime, 5324 publication(s) have been published within this topic receiving 83869 citation(s). The topic is also known as: ylid. more


Journal ArticleDOI: 10.1002/ANIE.200400657
19 Aug 2005-Angewandte Chemie
Abstract: Since the discovery of organic azides by Peter Griess more than 140 years ago, numerous syntheses of these energy-rich molecules have been developed. In more recent times in particular, completely new perspectives have been developed for their use in peptide chemistry, combinatorial chemistry, and heterocyclic synthesis. Organic azides have assumed an important position at the interface between chemistry, biology, medicine, and materials science. In this Review, the fundamental characteristics of azide chemistry and current developments are presented. The focus will be placed on cycloadditions (Huisgen reaction), aza ylide chemistry, and the synthesis of heterocycles. Further reactions such as the aza-Wittig reaction, the Sundberg rearrangement, the Staudinger ligation, the Boyer and Boyer-Aube rearrangements, the Curtius rearrangement, the Schmidt rearrangement, and the Hemetsberger rearrangement bear witness to the versatility of modern azide chemistry. more

Topics: Azide (56%), Curtius rearrangement (52%), Ylide (50%)

1,602 Citations

Open accessJournal ArticleDOI: 10.1021/AR400181X
Liming Zhang1Institutions (1)
Abstract: For the past dozen years, homogeneous gold catalysis has evolved from a little known topic in organic synthesis to a fully blown research field of significant importance to synthetic practitioners, due to its novel reactivities and reaction modes. Cationic gold(I) complexes are powerful soft Lewis acids that can activate alkynes and allenes toward efficient attack by nucleophiles, leading to the generation of alkenyl gold intermediates. Some of the most versatile aspects of gold catalysis involve the generation of gold carbene intermediates, which occurs through the approach of an electrophile to the distal end of the alkenyl gold moiety, and their diverse transformations thereafter. On the other hand, α-oxo metal carbene/carbenoids are highly versatile intermediates in organic synthesis and can undergo various synthetically challenging yet highly valuable transformations such as C–H insertion, ylide formation, and cyclopropanation reactions. Metal-catalyzed dediazotizations of diazo carbonyl compounds ar... more

Topics: Organogold chemistry (60%), Diazo (54%), Cyclopropanation (54%) more

479 Citations

Journal ArticleDOI: 10.1039/C4CS00072B
Huw M. L. Davies1, Joshua S. Alford1Institutions (1)
Abstract: Metal-stabilized carbenes derived from diazo compounds have become broadly useful reactive intermediates for organic synthesis. This tutorial review will describe the recent advances in using N-sulfonyl-1,2,3-triazoles as precursors for the formation of metal-bound imino carbene intermediates. These intermediates undergo a variety of synthetically useful transformations, which include transannulation reactions to generate new heterocycles, cyclopropanation and subsequent ring expansions, ylide formation with subsequent rearrangements, and C–H functionalization. Furthermore, many of these transformations can be conducted with high levels of enantioselectivity by use of chiral rhodium(II) catalysts. more

Topics: Cyclopropanation (55%), Ylide (55%), Diazo (53%) more

393 Citations

No. of papers in the topic in previous years

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Topic's top 5 most impactful authors

Varinder K. Aggarwal

51 papers, 2.9K citations

Grzegorz Mlostoń

49 papers, 612 citations

Wenhao Hu

48 papers, 991 citations

Yong Tang

42 papers, 1.2K citations

Albert Padwa

40 papers, 1.9K citations

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