The asymmetric synthesis of beta-haloaryl-beta-amino acid derivatives

Lithium N-benzyl-N-α-methyl-4-methoxybenzylamide is employed as a homochiral ammonia equivalent for the asymmetric synthesis of β-haloaryl-β-amino acid derivatives using a conjugate addition/oxidative deprotection strategy.

Bibliografiska uppgifter
Huvudupphovsmän:	Bull, S, Davies, S, Delgado-Ballester, S, Fenton, G, Kelly, P, Smith, A
Materialtyp:	Journal article
Språk:	English
Publicerad:	2000

Liknande verk

Asymmetric synthesis of beta-haloaryl beta-amino acid derivatives
av: Bull, S, et al.
Publicerad: (2001)

Asymmetric synthesis of beta-pyridyl-beta-amino acid derivatives
av: Bull, S, et al.
Publicerad: (2002)

Asymmetric synthesis of beta-amino acid scaffolds
av: Bull, S, et al.
Publicerad: (2001)

Asymmetric synthesis of beta-fluoroaryl-beta-amino acids
av: Davies, S, et al.
Publicerad: (2012)

Asymmetric synthesis of homochiral differentially protected bis-beta-amino acid scaffolds
av: Bull, S, et al.
Publicerad: (2002)

Asymmetric synthesis of a homochiral differentially protected pseudo-meso bis-beta-amino acid scaffold
av: Bull, S, et al.
Publicerad: (2001)

Homochiral lithium amides for the asymmetric synthesis of beta-amino acids
av: Davies, S, et al.
Publicerad: (2006)

Asymmetric synthesis of alpha-mercapto-beta-amino acid derivatives: application to the synthesis of polysubstituted thiomorpholines
av: Candela-Lena, J, et al.
Publicerad: (2006)

AN ASYMMETRIC-SYNTHESIS OF N-PROTECTED BETA-AMINO ALDEHYDES AND BETA-AMINO KETONES
av: Davies, S, et al.
Publicerad: (1995)

ASYMMETRIC-SYNTHESIS OF ANTI-ALPHA-ALKYL-BETA-AMINO ACIDS
av: Davies, S, et al.
Publicerad: (1994)

ASYMMETRIC-SYNTHESIS OF SYN-ALPHA-ALKYL-BETA-AMINO ACIDS
av: Davies, S, et al.
Publicerad: (1994)

ASYMMETRIC-SYNTHESIS OF BETA-AMINO-ALPHA-HYDROXY ACIDS VIA DIASTEREOSELECTIVE HYDROXYLATION OF HOMOCHIRAL BETA-AMINO ENOLATES
av: Bunnage, M, et al.
Publicerad: (1994)

Asymmetric synthesis and applications of beta-amino Weinreb amides: asymmetric synthesis of (S)-coniine.
av: Burke, A, et al.
Publicerad: (2004)

The use of lithium (alpha-methylbenzyl)allylamide for the asymmetric synthesis of unsaturated beta-amino acid derivatives
av: Davies, S, et al.
Publicerad: (1997)

ASYMMETRIC AMINO-ACID SYNTHESIS - PREPARATION OF THE BETA-ANION DERIVED FROM ASPARTIC-ACID
av: Baldwin, J, et al.
Publicerad: (1989)

Parallel synthesis of homochiral beta-amino acids
av: Davies, S, et al.
Publicerad: (2007)

Asymmetric synthesis of a highly functionalized beta-amino acid: the key amino acid of sperabillins B and D
av: Davies, S, et al.
Publicerad: (1999)

ASYMMETRIC-SYNTHESIS OF ANTI-ALPHA-ALKYL-BETA-AMINO CARBOXAMIDES
av: Davies, S, et al.
Publicerad: (1995)

Asymmetric synthesis of beta-amino acids via the Michael addition of chiral metal amides
av: Davies, S, et al.
Publicerad: (1997)

Asymmetric synthesis of beta2-amino acids: 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat derivatives.
av: Beddow, J, et al.
Publicerad: (2007)

Cyclic beta-amino acid derivatives: synthesis via lithium amide promoted tandem asymmetric conjugate addition-cyclisation reactions.
av: Davies, S, et al.
Publicerad: (2005)

ASYMMETRIC-SYNTHESIS OF R-BETA-AMINO BUTANOIC ACID AND S-BETA-TYROSINE - HOMOCHIRAL LITHIUM AMIDE EQUIVALENTS FOR MICHAEL ADDITIONS TO ALPHA,BETA-UNSATURATED ESTERS
av: Davies, S, et al.
Publicerad: (1991)

Trading N and O: asymmetric syntheses of beta-hydroxy-alpha-amino acids via alpha-hydroxy-beta-amino esters
av: Davies, S, et al.
Publicerad: (2013)

LITHIUM (ALPHA-METHYLBENZYL)ALLYLAMIDE - A DIFFERENTIALLY PROTECTED CHIRAL AMMONIA EQUIVALENT FOR THE ASYMMETRIC-SYNTHESIS OF BETA-AMINO ACIDS AND BETA-LACTAMS
av: Davies, S, et al.
Publicerad: (1995)

Orthogonal N,N-deprotection strategies of beta-amino esters
av: Bull, S, et al.
Publicerad: (2001)

THE ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS
av: Blackburn, B, et al.
Publicerad: (1987)

Enantioselective synthesis of beta-amino acids /
av: Juaristi, Eusebio, et al.
Publicerad: (2005)

Asymmetric synthesis of syn- and anti-alpha-deuterio-beta(3)-phenylalanine derivatives
av: Davies, S, et al.
Publicerad: (2011)

Synthesis of tetrahydrofuran templated beta- and gamma-amino acid carbopeptoids.
av: Watterson, M, et al.
Publicerad: (2000)

ASYMMETRIC SYNTHESES OF BETA-PHENYLALANINE, ALPHA-METHYL-BETA-PHENYLALANINES AND DERIVATIVES
av: Davies, S, et al.
Publicerad: (1993)

Asymmetric synthesis of cyclic beta-amino acids and cyclic amines via sequential diastereoselective conjugate addition and ring closing metathesis
av: Chippindale, A, et al.
Publicerad: (2003)

Asymmetric synthesis of 2-alkyl- and 2-aryl-3-aminopropionic acids (beta2-amino acids) from (S)-N-acryloyl-5,5-dimethyloxazolidin-2-one SuperQuat derivatives.
av: Beddow, J, et al.
Publicerad: (2004)

STEREOSELECTIVE PREPARATION OF BETA-AMINO-ACYL IRON COMPLEXES FOR BETA-LACTAM SYNTHESIS
av: Broadley, K, et al.
Publicerad: (1984)

Asymmetric synthesis of beta-amino-gamma-substituted-gamma-butyrolactones: double diastereoselective conjugate addition of homochiral lithium amides to homochiral alpha,beta-unsaturated esters.
av: Cailleau, T, et al.
Publicerad: (2007)

Isolation and Potential Biological Applications of Haloaryl Secondary Metabolites from Macroalgae
av: Ana Jesus, et al.
Publicerad: (2019-01-01)

The dienolate aldol reaction of (E)-N-crotonoyl C(4)-isopropyl SuperQuat: asymmetric synthesis of alpha-vinyl-beta-hydroxycarboxylic acid derivatives and conversion to alpha-ethylidene-beta-hydroxyesters (beta-substituted Baylis-Hillman products)
av: Davies, S, et al.
Publicerad: (2009)

SuperQuat N-acyl-5,5-dimethyloxazolidin-2-ones for the asymmetric synthesis of alpha-alkyl and beta-alkyl aldehydes.
av: Bull, S, et al.
Publicerad: (2003)

Selective deprotection strategies to N-(alpha-methylbenzyl)-beta-amino esters and derived beta lactams
av: Davies, S, et al.
Publicerad: (1998)

NON-PROTEINOGENIC AMINO-ACID SYNTHESIS - THE BETA-ANION DERIVED FROM ASPARTIC-ACID, AND ITS APPLICATION TO ALPHA-AMINO-ACID SYNTHESIS
av: Baldwin, J, et al.
Publicerad: (1989)

Aziridines and aziridinium intermediates in the asymmetric synthesis of beta-substituted-alpha-amino acids and 1,2,3,4-tetrahydroisoquinolines
av: Frost, A
Publicerad: (2015)