Chiral glycine cation equivalents: N-acyliminium species derived from diketopiperazines

Chiral glycine cation equivalents: N-acyliminium species derived from diketopiperazines

Studies towards a N,N′-bis(p-methoxybenzyl)diketopiperazine asymmetric glycine cation equivalent for the synthesis of homochiral α-amino acids are described. The oxidation of enolate 3 with molecular oxygen provides either a mixture of hydroxylated diketopiperazines 7 and 8 or trione 10 depending up...

Bibliografski detalji
Glavni autori:	Bull, S, Davies, S, Garner, A, O'Shea, MD, Savory, E, Snow, E
Format:	Journal article
Jezik:	English
Izdano:	2002

Slični predmeti

2-Halo-diketopiperazines as chiral glycine cation equivalents
od: Bull, S, i dr.
Izdano: (2004)

Stereoselective conjugate addition of organocuprates to a dehydroalanine derived diketopiperazine
od: Bull, S, i dr.
Izdano: (1998)

Asymmetric synthesis of substituted 1-aminocyclopropane-1-carboxylic acids via diketopiperazine methodology.
od: Buñuel, E, i dr.
Izdano: (2003)

The biosynthetic origin of diketopiperazines derived from D-proline
od: Bull, S, i dr.
Izdano: (1998)

On the origins of diastereoselectivity in the alkylation of diketopiperazine enolates
od: Bull, S, i dr.
Izdano: (2007)

Enantiodiscrimination of racemic electrophiles by diketopiperazine enolates: asymmetric synthesis of methyl 2-amino-3-aryl-butanoates and 3-methyl-aspartates
od: Bull, S, i dr.
Izdano: (2006)

Diastereoselective synthesis of quaternary alpha-amino acids from diketopiperazine templates.
od: Davies, S, i dr.
Izdano: (2007)

Enantioselective Bronsted acid-catalyzed N-acyliminium cyclization cascades.
od: Muratore, M, i dr.
Izdano: (2009)

Organic Brønsted acid-catalysed enantioselective N-acyliminium cyclisation cascades
od: Muratore, M, i dr.
Izdano: (2010)

6-methyl delta-lactol derived chiral glycine equivalents for the asymmetric synthesis of protected alpha-amino amides
od: Dixon, D, i dr.
Izdano: (2004)

Mechanism of Permanganate-Promoted Dihydroxylation of Complex Diketopiperazines: Critical Roles of Counter-cation and Ion-Pairing
od: Haines, Brandon E., i dr.
Izdano: (2020)

Direct asymmetric syntheses of chiral aldehydes and ketones via N-acyl chiral auxiliary derivatives including chiral Weinreb amide equivalents.
od: Davies, S, i dr.
Izdano: (2013)

Direct enantioselective Bronsted acid catalyzed N-acyliminium cyclization cascades of tryptamines and ketoacids.
od: Holloway, C, i dr.
Izdano: (2010)

Total synthesis of cyclotryptamine and diketopiperazine alkaloids and biosynthetic pathway investigation of unsymmetrical diketopiperazine dimers
od: Lindovská, Petra
Izdano: (2018)

Chiral relay auxiliaries
od: Bull, S, i dr.
Izdano: (1998)

Solid-phase synthesis of structurally diverse heterocycles by an amide-ketone condensation/N-acyliminium Pictet-Spengler sequence
od: Givskov, Michael, i dr.
Izdano: (2013)

Total synthesis of cyclotryptamine and diketopiperazine alkaloids
od: Kim, Justin, Ph. D. Massachusetts Institute of Technology
Izdano: (2013)

CHIRAL SUCCINATE ENOLATE EQUIVALENTS FOR THE ASYMMETRIC-SYNTHESIS OF ALPHA-ALKYL SUCCINIC ACID-DERIVATIVES
od: Bashiardes, G, i dr.
Izdano: (1989)

Conjugate additions of organocuprates to a 3-methylene-6-isopropyldiketopiperazine acceptor for the asymmetric synthesis of homochiral alpha-amino acids
od: Bull, S, i dr.
Izdano: (2001)

Design, synthesis, and biological evaluation of diketopiperazine based ionizable lipids for the in vivo delivery of messenger RNA
od: Fenton, Owen S. (Owen Shea)
Izdano: (2016)

The preparation and alkylation of a butanedione-derived chiral glycine equivalent and its use for the synthesis of alpha-amino acids and alpha,alpha-disubstituted amino acids
od: Harding, C, i dr.
Izdano: (2004)

Synthesis of substituted γ- and δ-lactams through mannich-type reactions of solid-supported N -acyliminium ions
od: Komnatnyy, Vitaly V., i dr.
Izdano: (2015)

Conformational control in the SuperQuat chiral auxiliary 5,5-dimethyl-4-iso-propyloxazolidin-2-one induces the iso-propyl group to mimic a tert-butyl group
od: Bull, S, i dr.
Izdano: (2000)

Novel indole diketopiperazine stereoisomers from a marine-derived fungus Aspergillus sp.
od: Xinyang Li, i dr.
Izdano: (2023-01-01)

CHIRAL PROPIONATE ENOLATE EQUIVALENT FOR STEREOSELECTIVE ADDITIONS TO SYMMETRICAL KETONES
od: Ambler, P, i dr.
Izdano: (1985)

Rearrangements and racemisation during the synthesis of L-serine derived oxazolidin-2-ones
od: Bew, S, i dr.
Izdano: (2002)

Development of Epipolythiodiketopiperazine syntheses and the total synthesis of diketopiperazine alkaloids
od: Adams, Timothy C. (Timothy Cho)
Izdano: (2015)

Carbopeptoids: peptides and diketopiperazines incorporating the anomeric centre of mannopyranose
od: Long, D, i dr.
Izdano: (2001)

CHIRAL ACETATE ENOLATE EQUIVALENT FOR THE SYNTHESIS OF BETA-HYDROXY ACIDS
od: Davies, S, i dr.
Izdano: (1984)

The chiral auxiliary N-1-(1'-naphthyl)ethyl-O-tert-butylhydroxylamine: a chiral Weinreb amide equivalent.
od: Chernega, A, i dr.
Izdano: (2009)

N-acyl 'Quat' pyrrolidinone auxiliary as a chiral amide equivalent via direct aminolysis
od: Davies, S, i dr.
Izdano: (1998)

N-acyl 'quat' pyrrolidinone auxiliary as a chiral amide equivalent via direct aminolysis
od: Davies, S, i dr.
Izdano: (2002)

A 2,3-butanedione protected chiral glycine equivalent - A new building block for the stereoselective synthesis of enantiopure N-protected α-amino acids
od: Dixon, D, i dr.
Izdano: (2003)

A 2,3-butanedione protected chiral glycine equivalent--a new building block for the stereoselective synthesis of enantiopure N-protected alpha-amino acids.
od: Dixon, D, i dr.
Izdano: (2003)

Development and application of new strategies for synthesis of complex diketopiperazine alkaloids
od: Nelson, Brandon M. (Brandon Michael)
Izdano: (2018)

Studies on stereospecific diketopiperazine oxidation and applications to the synthesis of complex epidithiodiketopiperazines
od: Walker, Katherine L.
Izdano: (2024)

On the origins of diastereoselectivity in the alkylation of enolates derived from N-1-(1'-naphthyl)ethyl-O-tert-butylhydroxamates: chiral Weinreb amide equivalents.
od: Davies, S, i dr.
Izdano: (2010)

Catalytic asymmetric reactions employing chiral cations
od: Armstrong, R
Izdano: (2017)

Exploring bat-inspired cyclic tryptophan diketopiperazines as ABCB1 Inhibitors
od: Koh, Javier Yu Peng, i dr.
Izdano: (2024)

Exploring bat-inspired cyclic tryptophan diketopiperazines as ABCB1 Inhibitors
od: Javier Yu Peng Koh, i dr.
Izdano: (2024-07-01)