Development of dirhodium(II)-catalyzed generation and enantioselective 1,3-dipolar cycloaddition of carbonyl ylides.

Development of dirhodium(II)-catalyzed generation and enantioselective 1,3-dipolar cycloaddition of carbonyl ylides.

Catalytic, enantioselective, tandem carbonyl ylide formation/cycloaddition of 2-diazo-3,6-diketoester 2 with the use of dirhodium tetrakiscarboxylate and tetrakisbinaphtholphosphate catalysts to give the cycloadducts 3 in good yields and up to 90% ee is described.

Bibliografiske detaljer
Main Authors:	Hodgson, D, Stupple, P, Pierard, F, Labande, A, Johnstone, C
Format:	Journal article
Sprog:	English
Udgivet:	2001

Lignende værker

Extended scope of dirhodium(II)-catalysed enantioselective intramolecular 1,3-dipolar cycloadditions of carbonyl ylides with alkene and alkyne dipolarophiles
af: Hodgson, D, et al.
Udgivet: (2003)

Catalytic enantioselective tandem carbonyl ylide formation-cycloaddition
af: Hodgson, D, et al.
Udgivet: (1997)

Catalytic enantioselective tandem carbonyl ylide formation-cycloaddition
af: Stupple, P, et al.
Udgivet: (1999)

The scope of catalytic enantioselective tandem carbonyl ylide formation-intramolecular [3 + 2] cycloadditions.
af: Hodgson, D, et al.
Udgivet: (2003)

Catalytic enantioselective rearrangements and cycloadditions involving ylides from diazo compounds
af: Hodgson, D, et al.
Udgivet: (2001)

Catalytic enantioselective rearrangements and cycloadditions involving ylides from diazo compounds
af: Hodgson, D, et al.
Udgivet: (2000)

Enantioselective intramolecular 1,3-dipolar cycloadditions of diazocarbonyl-derived oxidopyryliums
af: Hodgson, D, et al.
Udgivet: (2003)

Efficient Rh-II binaphthol phosphate catalysts for enantioselective intramolecular tandem carbonyl ylide formation-cycloaddition of alpha-diazo-beta-keto esters
af: Hodgson, D, et al.
Udgivet: (1999)

Synthesis and evaluation of 4,4 ',6,6 '-tetrasubstituted binaphtholphosphate dirhodium(II) complexes as catalysts in enantioselective carbonyl ylide formation-cycloaddition reactions
af: Hodgson, D, et al.
Udgivet: (2003)

Enantioselective intramolecular 1,3-dipolar cycloadditions of diazocarbonyl-derived oxidopyryliums
af: David M. Hodgson, et al.
Udgivet: (2003-04-01)

Chapter 2: Cycloadditions of carbonyl ylides derived from diazocarbonyl compounds
af: Hodgson, D, et al.
Udgivet: (2013)

Catalytic enantioselective intermolecular cycloadditions of 2-diazo-3,6-diketoester-derived carbonyl ylides with alkene dipolarophiles.
af: Hodgson, D, et al.
Udgivet: (2004)

Catalytic enantioselective intermolecular cycloadditions of a 2-diazo-3,6-diketoester-derived carbonyl ylide with alkyne and strained alkene dipolarophiles
af: Hodgson, D, et al.
Udgivet: (2003)

1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides with Carbonyl Dipolarophiles Yielding Oxazolidine Derivatives
af: Adam G. Meyer, et al.
Udgivet: (2016-07-01)

Catalytic enantioselective [3 + 2]-cycloadditions of diazoketone-derived aryl-substituted carbonyl ylides.
af: Hodgson, D, et al.
Udgivet: (2003)

Copper(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of 1,3-enynes and azomethine ylides
af: Bo-Ran Wang, et al.
Udgivet: (2023-08-01)

One-pot cross-metathesis/tandem carbonyl ylide formation-intramolecular cycloaddition of an unsaturated 2-diazo-3,6-diketoester.
af: Hodgson, D, et al.
Udgivet: (2006)

1,3-Dipolar cycloaddition reactions of azomethine ylides with aromatic dipolarophiles
af: John H. Ryan
Udgivet: (2015-01-01)

Catalytic enantioselective tandem carbonyl ylide formation-intramolecular cycloaddition with unsaturated alpha-diazo-beta,epsilon-diketo sulfones
af: Hodgson, D, et al.
Udgivet: (2009)

Additive-assisted regioselective 1,3-dipolar cycloaddition of azomethine ylides with benzylideneacetone
af: Chuqin Peng, et al.
Udgivet: (2014-02-01)

Carbonyl ylide cycloadditions of dicobalt carbonyl complexes of propargylic aldehydes
af: Skaggs, Aaron J. (Aaron Jeremy), 1976-
Udgivet: (2005)

Selectivity in the cycloadditions of carbonyl ylides with glyoxylates: an approach to the zaragozic acids-squalestatins
af: Hodgson, D, et al.
Udgivet: (2000)

Dirhodium(II)-catalyzed [3 + 2] cycloaddition of N-arylaminocyclopropane with alkyne derivatives
af: Wentong Liu, et al.
Udgivet: (2019-02-01)

Influence of N-substituents of carbamoyl-stabilized azomethine ylides in 1,3-dipolar cycloadditions
af: Jiří Pospíšil, et al.
Udgivet: (2002-02-01)

1,3-dipolar cycloaddition of polycyclic aromatic azomethine ylides and alkynylbenziodoxoles for synthesis of functional dibenzoullazines
af: Han, Hui, et al.
Udgivet: (2024)

1,3-Dipolar cycloaddition of azomethine ylides and imidoyl halides for synthesis of π-extended imidazolium salts
af: Li, Qiang-Qiang, et al.
Udgivet: (2022)

Dirhodium‐Catalyzed Enantioselective Synthesis of Difluoromethylated Cyclopropanes via Enyne Cycloisomerization
af: Chuntao Wang, et al.
Udgivet: (2024-02-01)

Use of allene in 1,3-dipolar addition to a carbonyl ylide: syntheses of 3-hydroxy-cis-nemorensic acid and nemorensic acid.
af: Hodgson, D, et al.
Udgivet: (2004)

Use of allene in 1,3-dipolar addition to a carbonyl ylide: Syntheses of 3-hydroxy-cis-nemorensic acid and nemorensic acid
af: Hodgson, D, et al.
Udgivet: (2004)

Enantioselective nucleophile-catalyzed cycloadditions
af: Wilson, Jonathan E., Ph. D. Massachusetts Institute of Technology
Udgivet: (2008)

Endo and regioselectivity in 1,3-dipolar cycloaddition of pyridazinium N-ylides with a non-symmetrical cyclic olefin
af: Florea Dumitraşcu, et al.
Udgivet: (2008-03-01)

Stereocontrolled syntheses of the nemorensic acids using 6-diazoheptane-2,5-dione in carbonyl ylide cycloadditions.
af: Hodgson, D, et al.
Udgivet: (2004)

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

1,3-Dipolar cycloaddition reactions of 1-(3-nitrophenacyl)-1,10-phenanthrolinium N-ylide with activated alkynes
af: Florea Dumitrascu, et al.
Udgivet: (2005-05-01)

Huisgen [3 + 2] Dipolar Cycloadditions of Phthalazinium Ylides to Activated Symmetric and Non-Symmetric Alkynes
af: Vasilichia Antoci, et al.
Udgivet: (2020-09-01)

Enantioselective, Decarboxylative (3+2)-Cycloaddition of Azomethine Ylides and Chromone-3-Carboxylic Acids
af: Ewelina Kowalska, et al.
Udgivet: (2022-10-01)

1,3-Dipolar Cycloaddition Reactions of 1-(4-Phenylphenacyl)-1,10-phenanthrolinium N-Ylide with Activated Alkynes and Alkenes
af: A. Badoiu, et al.
Udgivet: (2005-02-01)

Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines
af: Maxim A. Bastrakov, et al.
Udgivet: (2021-09-01)

Highly Efficient Construction of Sugar-Fused Spirochromanono Pyrrolidines/Pyrrolizidines/Thiolizidines via 1,3-Dipolar Cycloaddition of Azomethine Ylides
af: Sirisha Nallamala, et al.
Udgivet: (2017-03-01)

Oxapolycycles from one-pot cross-metathesis/carbonyl ylide formation-intramolecular cycloaddition of alpha-diazo-beta-keto esters
af: Hodgson, D, et al.
Udgivet: (2006)