Radical cyclization
Anionic Michael-type cyclization is an alternative to radical cyclization of activated olefins. Metal-catalyzed cyclization ... Radical cyclizations are much faster than analogous anionic cyclizations, and avoid β-elimination side reactions. ... 8) In comparison to cationic cyclizations, radical cyclizations avoid issues associated with Wagner-Meerwein rearrangements, do ... exo cyclization is favored over endo cyclization (macrocyclizations constitute the major exception to this rule). 5-hexenyl ...
Pschorr cyclization
The Pschorr cyclization is a name reaction in organic chemistry, which was named after its discoverer, the German chemist ... The Pschorr cyclization has a relatively good atom economy, since essentially only nitrogen is produced as a waste material. ... However, when considering the atom economy it has to be mentioned that the Pschorr cyclization has often only low yields. ... The following reaction scheme shows the Pschorr cyclization for the example of phenanthrene: In the course of the Pschorr ...
Bergman cyclization
The Masamune-Bergman cyclization or Masamune-Bergman reaction or Masamune-Bergman cycloaromatization is an organic reaction and ... In 2015 IBM scientists demonstrated that a reversible Masamune-Bergman cyclisation of diyne can be induced by a tip of an ... Wikimedia Commons has media related to Bergman cyclization. Bergman Cycloaromatization Powerpoint Whitney M. Erwin 2002 (CS1: ... "Reversible Bergman cyclization by atomic manipulation". Nature Chemistry. 8 (3): 220-224. Bibcode:2016NatCh...8..220S. doi: ...
Nazarov cyclization reaction
The Nazarov cyclization reaction (often referred to as simply the Nazarov cyclization) is a chemical reaction used in organic ... Diastereoselective cyclizations are also known, in which extant stereocenters direct the cyclization. Almost all of the ... The development of an enantioselective Nazarov cyclization is a desirable addition to the repertoire of Nazarov cyclization ... These are typically referred to as retro-Nazarov cyclization reactions. Nitrogen analogues of the Nazarov cyclization reaction ...
Volhard-Erdmann cyclization
The Volhard-Erdmann cyclization is an organic synthesis of alkyl and aryl thiophenes by cyclization of disodium succinate or ...
Borsche-Drechsel cyclization
... is the central step in Borsche-Drechsel carbazole synthesis, where in the first step ... The Borsche-Drechsel cyclization is a chemical reaction used to synthesize tetrahydrocarbazoles by the acid-catalyzed ... cyclization of cyclohexanone arylhydrazones. The reaction was first described by Edmund Drechsel in 1888 and by Walter Borsche ...
Enediyne
For Bergman cyclization to occur, the epoxide must be removed. Myers-Saito cyclization is another triggering mechanism by which ... The diradicals generated by Bergman and Myers-Saito cyclization are highly reactive.[citation needed] The cyclization of the ... "Bergman Cyclization". www.organic-chemistry.org. Retrieved 2018-05-05. Smith AL, Nicolaou KC (May 1996). "The enediyne ... Enediynes are triggered into a chemically active state via Bergman or Myers-Saito cyclization. The triggering mechanism can be ...
Pauson-Khand reaction
In addition to using a rhodium catalyst, this synthesis features an intramolecular cyclization that results in the normal 5- ... Shambayani, Soroosh; Crowe, William E.; Schreiber, Stuart L. (1990-01-01). "N-oxide promoted pauson-khand cyclizations at room ... Negishi, Eiichi; Holmes, Steven J.; Tour, James M.; Miller, Joseph A. (1985-04-01). "Metal promoted cyclization. 7. Zirconium- ... "Asymmetric Pauson-Khand Cyclization: A Formal Total Synthesis of Natural Brefeldin A". The Journal of Organic Chemistry. 60 (21 ...
Hydroquinone
"Cyclization of Acetylenic Compounds". Angewandte Chemie International Edition in English. 8 (10): 727-733. doi:10.1002/anie. ...
Cycloalkene
Cyclization reactions, or intramolecular addition reactions, can be used to form cycloalkenes. These reactions primarily form ... Intramolecular Addition (Cyclization) Reactions". Chemistry LibreTexts. 2015-01-12. Retrieved 2022-11-17. "ELECTROCYCLIC ...
Propyne
"Cyclization of Acetylenic Compounds". Angewandte Chemie International Edition in English. 8 (10): 727-733. doi:10.1002/anie. ...
Vinylation
"Cyclization of Acetylenic Compounds". Angewandte Chemie International Edition in English. 8 (10): 727-733. doi:10.1002/anie. ...
Flavagline
Trost, B. M.; Greenspan, P. D.; Yang, B. V.; Saulnier, M. G. (1990). "An unusual oxidative cyclization. A synthesis and ...
Acetylene
Reppe, Walter; Kutepow, N; Magin, A (1969). "Cyclization of Acetylenic Compounds". Angewandte Chemie International Edition in ...
Suritozole
Cyclization to Suritozole (6). GABAA receptor negative allosteric modulator GABAA receptor § Ligands Miller JA, Dudley MW, ...
2-Butyne
Reppe, Walter; Kutepow, N; Magin, A (1969). "Cyclization of Acetylenic Compounds". Angewandte Chemie International Edition in ...
Rocaglamide
Trost BM, Greenspan PD, Yang BV, Saulnier MG (November 1990). "An unusual oxidative cyclization. A synthesis and absolute ...
Scott E. Denmark
Denmark, S. E.; Jones, T. K. (May 1, 1982). "Silicon-directed Nazarov cyclization". Journal of the American Chemical Society. ... From Polyene Cyclizations to Origin of Biomolecular Homochirality. ETH Zurich (Switzerland). Retrieved November 16, 2019. ... where his laboratory's early work focused on investigation of the Nazarov cyclization reaction and Claisen rearrangement. This ...
Biosynthesis
This causes cyclization and gives rise to (2S,4S)-4-hydroxy-2,3,4,5-tetrahydrodipicolinate. 4-hydroxy-tetrahydrodipicolinate ... this prevents spontaneous cyclization. The enzyme N-acetylglutamate synthase (glutamate N-acetyltransferase) is responsible for ...
Phendimetrazine
Cyclization with formic acid completed the synthesis of phendimetrazine (5). The reaction between Ephedrine [299-42-3] (1) and ... Cyclization affords phendimetrazine (4). The halogenation of Propiophenone [93-55-0] (1) with bromine gives 2- ...
Biomimetic synthesis
A more recent example is E.J. Corey's carbenium-mediated cyclization of an engineered linear polyene to provide a tetracyclic ... The key step in Heathcock's synthetic route involves a cyclization of acyclic dialdehydes A or B to form proto-daphniphylline. ... Eschenmoser A, Felix D, Gut M, Meier J, Stadler P (1959). "Some aspects of acid-catalysed cyclizations of terpenoid polyenes". ... Stork G, Burgstrahler AW (1955). "The stereochemistry of polyene cyclization". J. Am. Chem. Soc. 77 (19): 5068-77. doi:10.1021/ ...
Cyclopentyne
The importance of cyclization effects". International Journal of Quantum Chemistry. doi:10.1002/qua.25489. (Chemical pages ...
Thiol-ene reaction
The use of thiyl radicals as initiators of cyclization has been employed in the synthesis of a number of natural products, ... This section examines intramolecular thiol-ene cyclization reactions, which yields a mixture of 5-exo and 6-endo products in ... The conditions under which these cyclization reactions occur follow Baldwin's rules for ring closure. Given the reversibility ... Lynch, Dylan M.; Scanlan, Eoin M. (2020-07-07). "Thiyl Radicals: Versatile Reactive Intermediates for Cyclization of ...
Oxidosqualene cyclase
This cyclization is one of the most complex known enzyme functions and is highly selective. The reaction can be characterized ... Chen N, Zhou J, Li J, Xu J, Wu R (March 2014). "Concerted Cyclization of Lanosterol C-Ring and D-Ring Under Human Oxidosqualene ... Oxidosqualene cyclases (OSC) are enzymes involved in cyclization reactions of 2,3-oxidosqualene to form sterols or triterpenes ... Stork G, Burgstahler AW (October 1955). "The Stereochemistry of Polyene Cyclization". Journal of the American Chemical Society ...
Pictet-Spengler reaction
B. E. Maryanoff; H.-C. Zhang; J. H. Cohen; I. J. Turchi; C. A. Maryanoff (2004). "Cyclizations of N-acyliminium ions". Chem. ... Larghi, E. L.; Kaufman, T. S. (2006). "The oxa-Pictet-Spengler Cyclization. Synthesis of Isochromanes and Related Pyran-Type ... Instead of catalyzing the Pictet-Spengler cyclization with strong acid, one can acylate the iminium ion forming the ...
Methanesulfonyl chloride
Chamberlin, A. R.; Nguyen, H. D.; Chung, J. Y. L. (1984). "Cationic cyclization of ketene dithioacetals. A general synthesis of ...
Combes quinoline synthesis
Johnson, W.S.; Mathews, F.J. (1944). "Cyclization studies in the benzoquinoline series". J. Am. Chem. Soc. 66 (2): 210-215. doi ... Johnson, W.S.; Mathews, F.J. (1944). "Cyclization studies in the benzoquinoline series". J. Am. Chem. Soc. 66 (2): 210-215. doi ...
Lantadene
Pentacyclic triterpenoids are believed to be synthesized in nature through cyclization of squalene and its derivatives by the ... "Biosynthetic diversity in plant triterpene cyclization". Current Opinion in Plant Biology. 9 (3): 305-314. doi:10.1016/j.pbi. ...
Cope rearrangement
Tang, Man-Cheng; Zou, Yi; Watanabe, Kenji; Walsh, Christopher T.; Tang, Yi (2017-04-26). "Oxidative Cyclization in Natural ...
Indenofluorene
Youngs, Wiley J.; Djebli, Abdellah.; Tessier, Claire A. (1991-07-01). "Lithium-induced cyclization of tribenzo cyclotriynes". ...