Development of two processes for the synthesis of bridged azabicyclic systems: intermolecular radical addition-homoallylic rearrangements leading to 2-azanorborn-5-enes and neophyl-type radical rearrangements to 2-azabenzonorbornanes.

Development of two processes for the synthesis of bridged azabicyclic systems: intermolecular radical addition-homoallylic rearrangements leading to 2-azanorborn-5-enes and neophyl-type radical rearrangements to 2-azabenzonorbornanes.

Radical thiol additions to 7-azanorbornadienes give 7-thio-substituted 2-azanorbornenes and Barton deoxygenations of 7-azabenzonorbornanols give 2-azabenzonorbornanes. The processes both involve novel nitrogen-directed radical rearrangements. The kinetics and mechanisms of the reactions are also dis...

Cur síos iomlán

Sonraí bibleagrafaíochta
Príomhchruthaitheoirí:	Hodgson, D, Bebbington, M, Willis, P
Formáid:	Journal article
Teanga:	English
Foilsithe / Cruthaithe:	2003

Míreanna comhchosúla

2-azabenzonorbornanes from 7-azabenzonorbornanols by a nitrogen-directed neophyl-type radical rearrangement.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2002)

2-Azabicyclo[2.2.1]hept-5-enes from 7-azabicyclo[2.2.1]heptadienes by tandem intermolecular radical addition-homoallylic radical rearrangement
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2001)

2-azabicyclo[2.2.1]-5-heptenes from 7-azabicyclo[2.2.1]heptadienes by tandem intermolecular radical addition - Homoallylic rearrangement.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2001)

Synthesis of azabicyclic systems using nitrogen-directed radical rearrangements.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2007)

Enantioselective access to isoquinuclidines by tropenone desymmetrization and homoallylic radical rearrangement: synthesis of (+)-ibogamine.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2005)

Tandem intermolecular radical addition-rearrangement for azacycle synthesis
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2004)

Synthesis of alpha-kainic acid from a 7-azabicyclo[2.2.1]heptadiene by tandem radical addition-homoallylic radical rearrangement.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2005)

Stereocontrolled syntheses of kainoid amino acids from 7-azabicyclo[2.2.1]heptadienes using tandem radical addition-homoallylic radical rearrangement.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2005)

Nitrogen-directed free radical rearrangements
de réir: Bebbington, M, et al.
Foilsithe / Cruthaithe: (2002)

A) Nitrogen-directed homoallylic free-radical rearrangements for the construction of bridged azacycles B) Studies on a total synthesis of the microbial immunosuppressive agent FR901483 C) Phosphinoboranes as bifunctional organocatalysts and ambiphilic ligands
de réir: Bebbington, M, et al.
Foilsithe / Cruthaithe: (2006)

An epoxide rearrangement-radical rearrangement approach to 6-substituted 2-azabicyclo[2.2.1]-5-heptenes: Synthesis of an epibatidine analogue
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (1998)

An epoxide rearrangement - Radical rearrangement approach to 6-substituted 2-azabicyclo[2.2.1]-5-heptenes: Synthesis of an epibatidine analogue.
de réir: Maxwell, C, et al.
Foilsithe / Cruthaithe: (1999)

Radical Smiles Rearrangement: An Update
de réir: Ingrid Allart-Simon, et al.
Foilsithe / Cruthaithe: (2016-07-01)

6-Substituted 2-azabicyclo[2.2.1]hept-5-enes by nitrogen-directed radical rearrangement: Synthesis of an epibatidine analogue with high binding affinity at the nicotinic acetylcholine receptor
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2001)

Emerging radical rearrangement reactions: The 1,2-boron shift
de réir: Terry McCallum
Foilsithe / Cruthaithe: (2023-02-01)

Unusual Rearrangements of Radical Cations: The Role of Vibronic Coupling
de réir: Thomas Bally
Foilsithe / Cruthaithe: (2016-03-01)

Organophotoredox-catalyzed semipinacol rearrangement via radical-polar crossover
de réir: Taiga Kodo, et al.
Foilsithe / Cruthaithe: (2022-05-01)

The tandem radical route to indole alkaloids: an unusual rearrangement reaction
de réir: Stephen T. Hilton, et al.
Foilsithe / Cruthaithe: (2006-11-01)

Radical Reactions of Boron-Ate Complexes Promoting a 1,2-Metallate Rearrangement
de réir: Nicholas D. C. Tappin, et al.
Foilsithe / Cruthaithe: (2020-02-01)

An enantioselective epoxide rearrangement - Claisen rearrangement approach to prostaglandins and (+)-iridomyrmecin
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (1997)

Photocatalytic methods for the construction of azabicycles
de réir: Lazar, N
Foilsithe / Cruthaithe: (2024)

FREE-RADICAL REARRANGEMENT OF ALKENYL EPOXY SILANES - ISOLATION OF ALPHA-TRIMETHYLSILYL ALDEHYDES
de réir: Robertson, J, et al.
Foilsithe / Cruthaithe: (1994)

Intramolecular rearrangement of linolenate peroxyl radicals in lipoxygenase reactions at lower oxygen content
de réir: Tokuko Takajo, et al.
Foilsithe / Cruthaithe: (2007-04-01)

Molecular rearrangement of bicyclic peroxy radicals is a key route to aerosol from aromatics
de réir: Siddharth Iyer, et al.
Foilsithe / Cruthaithe: (2023-08-01)

Unusual Rearrangements in Cyclohex-3-ene-1-carboxamide Derivatives: Pathway to Bicyclic Lactones
de réir: Ozlem Gundogdu, et al.
Foilsithe / Cruthaithe: (2024-05-01)

Clear-cut difference in the rearrangement of 1-bromo-2-(2-phenyl-3-butenyl)benzene under anionic or radical conditions
de réir: Céline Reynaud, et al.
Foilsithe / Cruthaithe: (2011-07-01)

UNUSUAL BASE-INDUCED REARRANGEMENT OF EXO-9-OXABICYCLO[4.2.1]NON-7-ENE OXIDE TO EXO-8-HYDROXYBICYCLO[3.3.0]OCTAN-2-ONE
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2012)

Palladium-catalyzed cascade cyclization of ynamides to azabicycles.
de réir: Greenaway, R, et al.
Foilsithe / Cruthaithe: (2011)

Cycloaddition of phenyl azide to unsymmetrical azabicyclic alkenes
de réir: John R. Malpass, et al.
Foilsithe / Cruthaithe: (2002-09-01)

A cycloaddition-rearrangement approach to the squalestatins
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (1996)

Author Correction: Molecular rearrangement of bicyclic peroxy radicals is a key route to aerosol from aromatics
de réir: Siddharth Iyer, et al.
Foilsithe / Cruthaithe: (2023-12-01)

A remarkable base-induced rearrangement of epoxydisilanes
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (1996)

Enantioselective rearrangement of exo-norbornene oxide to nortricyclanol
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (1996)

Enantioselective alpha-deprotonation-rearrangement of meso-epoxides
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (1996)

Difunctionalization of Alkenes and Alkynes via Intermolecular Radical and Nucleophilic Additions
de réir: Hongjun Yao, et al.
Foilsithe / Cruthaithe: (2020-12-01)

Novel Thione-Thiol Rearrangement of Dithiocarbonic Acid O-(2,2,6,6-Tetramethylpiperidin-1-yl) Ester in the Context of Controlled Radical Polymerization
de réir: Peter Nesvadba, et al.
Foilsithe / Cruthaithe: (2010-02-01)

Rearrangement of pyrrolines derived from the Birch reduction of electron-deficient pyrroles: Radical ring-expansion to substituted tetrahydropyridines
de réir: Turner, P, et al.
Foilsithe / Cruthaithe: (2004)

Rearrangement of pyrrolines derived from the Birch reduction of electron-deficient pyrroles: radical ring-expansion to substituted tetrahydropyridines.
de réir: Turner, P, et al.
Foilsithe / Cruthaithe: (2004)

Enantioselective rearrangements of bicyclo[2.2.1]- and bicyclo[2.2.2]alkene-derived achiral epoxides to ketones
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (1997)

Fates of imine intermediates in radical cyclizations of N-sulfonylindoles and ene-sulfonamides
de réir: Hanmo Zhang, et al.
Foilsithe / Cruthaithe: (2015-09-01)