Highly enantioenriched 2-azabenzonorbornenes from 7-azabenzonorbornadienes by asymmetric hydroboration-oxidation and tandem deoxygenation-rearrangement-electrophile trapping

Highly enantioenriched 2-azabenzonorbornenes from 7-azabenzonorbornadienes by asymmetric hydroboration-oxidation and tandem deoxygenation-rearrangement-electrophile trapping

3-exo-Substituted 2-azabenzonorbornenes are accessible from 7-azabenzonorbornadienes in good yields and high enantiomeric excess via asymmetric hydroboration-oxidation, followed by tandem deoxygenation- rearrangement-electrophile trapping and also provide access to substituted aminomethylindenes. ©...

Cur síos iomlán

Sonraí bibleagrafaíochta
Príomhchruthaitheoirí:	Hodgson, D, Winning, L
Formáid:	Journal article
Teanga:	English
Foilsithe / Cruthaithe:	2006

Míreanna comhchosúla

Radical cascades using enantioenriched 7-azabenzonorbornenes and their applications in synthesis
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2008)

Radical cascades using enantioenriched 7-azabenzonorbornenes and their applications in synthesis.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2008)

Radical cascades using enantioenriched 7-azabenzonorbornenes and their applications in synthesis
de réir: David M. Hodgson, et al.
Foilsithe / Cruthaithe: (2008-10-01)

Nickel/Bis(oxazoline)-Catalyzed Asymmetric Negishi Arylations of Racemic Secondary Benzylic Electrophiles to Generate Enantioenriched 1,1-Diarylalkanes
de réir: Do, Hien-Quang, et al.
Foilsithe / Cruthaithe: (2018)

Enolates ambushed – asymmetric tandem conjugate addition and subsequent enolate trapping with conventional and less traditional electrophiles
de réir: Péter Kisszékelyi, et al.
Foilsithe / Cruthaithe: (2023-05-01)

Electrophile dependent mechanisms in the asymmetric trapping of α-lithio-N-(tert-butoxythiocarbonyl)azetidine
de réir: Delany, PK, et al.
Foilsithe / Cruthaithe: (2020)

Deprotonation-electrophile trapping of terminal epoxides.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2005)

Lithiation: Electrophile trapping of simple aziridine building blocks
de réir: Hughes, S, et al.
Foilsithe / Cruthaithe: (2007)

Substituted aziridines by lithiation-electrophile trapping of terminal aziridines.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2005)

Synthesis of (−)-6,7-dideoxysqualestatin H5 by carbonyl ylide cycloaddition–rearrangement and cross-electrophile coupling
de réir: Fegheh-Hassanpour, Y, et al.
Foilsithe / Cruthaithe: (2017)

A catalytic asymmetric bioorganic route to enantioenriched tetrahydro- and dihydropyranones.
de réir: Baker-Glenn, C, et al.
Foilsithe / Cruthaithe: (2005)

Chiral sulfide and achiral sulfonic acid cocatalyzed enantioselective electrophilic tandem selenylation semipinacol rearrangement of allenols
de réir: Ren-Fei Cao, et al.
Foilsithe / Cruthaithe: (2025-03-01)

Hydroboration of an alkene by amine-boranes catalysed by a [Rh(PR3)2]+ fragment. Mechanistic insight and tandem hydroboration/dehydrogenation.
de réir: Sewell, L, et al.
Foilsithe / Cruthaithe: (2011)

On the possibility of carbamate-directed hydroboration. An approach to the asymmetric synthesis of 1-aminocyclopentane-1,3-dicarboxylic acid
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (1999)

Terminal aziridines by alpha-deprotonation/electrophile trapping of N-protected aziridine.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2008)

Enantioenriched a-substituted aldehydes via diastereoselective enamine alkylation
de réir: Kaka, N, et al.
Foilsithe / Cruthaithe: (2007)

Enantioselective synthesis of epoxides by alpha-deprotonation--electrophile trapping of achiral epoxides.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2003)

Synthesis of enantioenriched sulfoxides
de réir: Graham E. O’Mahony, et al.
Foilsithe / Cruthaithe: (2011-03-01)

Catalytic asymmetric radical aminoperfluoroalkylation and aminodifluoromethylation of alkenes to versatile enantioenriched-fluoroalkyl amines
de réir: Jin-Shun Lin, et al.
Foilsithe / Cruthaithe: (2017-03-01)

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

trans-Hydroboration–oxidation products in Δ5-steroids via a hydroboration-retro-hydroboration mechanism
de réir: Hilario-Martínez, JC, et al.
Foilsithe / Cruthaithe: (2020)

The hydroboration of enamines
de réir: Christian T. Goralski, et al.
Foilsithe / Cruthaithe: (2012-07-01)

Asymmetric electrophilic fluorocyclization with carbon nucleophiles.
de réir: Wolstenhulme, JR, et al.
Foilsithe / Cruthaithe: (2013)

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

Enantioselective synthesis of tertiary boronic esters through catalytic asymmetric reversed hydroboration
de réir: Tao-Tao Gao, et al.
Foilsithe / Cruthaithe: (2021-06-01)

ORGN 26-Cyclizations of enantioenriched beta-hydroxyynones: Synthetic route to enantioenriched unsaturated pyranones and furanones
de réir: Sawicki, M, et al.
Foilsithe / Cruthaithe: (2006)

Asymmetric rearrangement of N-Boc 7-azanorbornene oxide: use of aryllithiums for enantioselective deprotonation
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (1999)

First direct deprotonation-electrophile trapping of simple epoxides: synthesis of alpha,beta-epoxysilanes from terminal epoxides.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2001)

α-Lithiation-electrophile trapping of N-thiopivaloylazetidin-3-ol: stereoselective synthesis of 2-substituted 3-hydroxyazetidines.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2013)

Generation and electrophile trapping of N-Boc-2-lithio-2-azetine: synthesis of 2-substituted 2-azetines.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2014)

ORGANOLANTHANIDE-CATALYZED HYDROBORATION OF OLEFINS
de réir: Harrison, K, et al.
Foilsithe / Cruthaithe: (1992)

ORGANOLANTHANIDE-CATALYZED HYDROBORATION OF OLEFINS
de réir: Harrison, K, et al.
Foilsithe / Cruthaithe: (1992)

The Crystal Chemistry of Inorganic Hydroborates
de réir: Radovan Černý, et al.
Foilsithe / Cruthaithe: (2020-09-01)

Organophosphorus-Catalyzed Deoxygenation of Sulfonyl Chlorides: Electrophilic (Fluoroalkyl)sulfenylation by P[superscript III]/Psuperscript V]=O Redox Cycling
de réir: Ghosh, Avipsa, et al.
Foilsithe / Cruthaithe: (2020)

Lithiation-electrophilic substitution of N-thiopivaloylazetidine.
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2010)

A concise synthesis of enantioenriched fluorinated carbocycles.
de réir: Lam, Y, et al.
Foilsithe / Cruthaithe: (2007)

Cathodic tandem alkylation/dearomatization of heterocycles enabled by Al-facilitated carbonyl deoxygenation
de réir: Jinhui Hu, et al.
Foilsithe / Cruthaithe: (2025-01-01)

Studies on organolithium-induced alkylative desymmetrisation of epoxides: synthesis of enantioenriched beta-amino cycloheptenols from 6,7-epoxy-8-azabicyclo[3.2.1]octanes
de réir: Hodgson, D, et al.
Foilsithe / Cruthaithe: (2004)

Ytterbium-catalyzed hydroboration of aldehydes and ketones
de réir: Wang, Weifan, et al.
Foilsithe / Cruthaithe: (2020)

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)