A direct catalytic aldol route to protected beta-hydroxy-alpha-amino acids

A direct catalytic aldol route to protected beta-hydroxy-alpha-amino acids

The combination of triethylamine, magnesium(II) perchlorate and bipyridine generates a catalyst system for the efficient combination of ethyl isothiocyanatoacetate and a range of aromatic aldehydes. The products of these reactions are synthetically valuable protected β-hydroxy α-amino acids.

Sonraí bibleagrafaíochta
Príomhchruthaitheoirí:	Willis, M, Piccio, V
Formáid:	Journal article
Teanga:	English
Foilsithe / Cruthaithe:	2002

Míreanna comhchosúla

The direct catalytic enantioselective synthesis of protected aryl beta-hydroxy-alpha-amino acids.
de réir: Willis, M, et al.
Foilsithe / Cruthaithe: (2005)

A direct catalytic and diastereoselective aldol route to protected alpha,beta-dihydroxyketones
de réir: Willis, M, et al.
Foilsithe / Cruthaithe: (2004)

Direct catalytic diastereoselective Mannich reactions: the synthesis of protected alpha-hydroxy-beta-aminoketones
de réir: Stainforth, N, et al.
Foilsithe / Cruthaithe: (2009)

A stereoselective oxy-Michael route to protected beta-aryl-beta-hydroxy-alpha-amino acids
de réir: Hernandez-Juan, F, et al.
Foilsithe / Cruthaithe: (2006)

Trading N and O: asymmetric syntheses of beta-hydroxy-alpha-amino acids via alpha-hydroxy-beta-amino esters
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (2013)

HIGHLY SUBSTITUTED ALPHA-CYCLOPENTANE AMINO-ACIDS BY ALDOL REACTIONS
de réir: Hui, A, et al.
Foilsithe / Cruthaithe: (1995)

Direct catalytic enantioselective Mannich reactions: synthesis of protected anti-alpha,beta-diamino acids.
de réir: Cutting, G, et al.
Foilsithe / Cruthaithe: (2007)

ASYMMETRIC-SYNTHESIS OF BETA-AMINO-ALPHA-HYDROXY ACIDS VIA DIASTEREOSELECTIVE HYDROXYLATION OF HOMOCHIRAL BETA-AMINO ENOLATES
de réir: Bunnage, M, et al.
Foilsithe / Cruthaithe: (1994)

Asymmetric synthesis of N-protected syn and anti (E)-3-amino-2-hydroxy-4-hexenoate: A practical method for the C-alpha epimerization of anti beta-amino-alpha-hydroxy acids
de réir: Brackenridge, I, et al.
Foilsithe / Cruthaithe: (1999)

SYNTHESIS OF CYCLOPENTANE SPIROHYDANTOINS BY ALDOL CYCLIZATIONS - AN APPROACH TO HIGHLY SUBSTITUTED ALPHA-CYCLOPENTANE AMINO-ACIDS
de réir: Fairbanks, A, et al.
Foilsithe / Cruthaithe: (1993)

N-hydroxy-alpha-amino phosphonate derivatives as potential haptens for eliciting catalytic antibodies
de réir: Gouverneur, V, et al.
Foilsithe / Cruthaithe: (1996)

Differential Oligomerization of Alpha versus Beta Amino Acids and Hydroxy Acids in Abiotic Proto-Peptide Synthesis Reactions
de réir: Moran Frenkel-Pinter, et al.
Foilsithe / Cruthaithe: (2022-02-01)

CHIRAL PROPIONATE ENOLATE EQUIVALENTS FOR THE STEREOSELECTIVE SYNTHESIS OF THREO-ALPHA-METHYL-BETA-HYDROXY OR ERYTHRO-ALPHA-METHYL-BETA-HYDROXY ACIDS
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (1985)

Trading N and O. Part 2: Exploiting aziridinium intermediates for the synthesis of beta-hydroxy-alpha-amino acids
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (2014)

Phosphine-Catalysed Cyclisation of beta-Hydroxy-alpha,alpha-Difluoroynones
de réir: Schuler, M, et al.
Foilsithe / Cruthaithe: (2009)

Gold(I)-catalyzed alkoxyhalogenation of beta-hydroxy-alpha,alpha-difluoroynones.
de réir: Schuler, M, et al.
Foilsithe / Cruthaithe: (2008)

Catalytic Performances of Sn-Beta Catalysts Prepared from Different Heteroatom-Containing Beta Zeolites for the Retro-Aldol Fragmentation of Glucose
de réir: Ricardo Navar, et al.
Foilsithe / Cruthaithe: (2022-05-01)

A biocatalytic route to enantioenriched, sulfanyl aldol products
de réir: Baker-Glenn, C, et al.
Foilsithe / Cruthaithe: (2004)

Amino Acylguanidines as Bioinspired Catalysts for the Asymmetric Aldol Reaction
de réir: Ciril Jimeno
Foilsithe / Cruthaithe: (2021-02-01)

A CONCISE ROUTE TO ALPHA-SUBSTITUTED CYCLIC AMINO-ACIDS
de réir: Andrews, M, et al.
Foilsithe / Cruthaithe: (1995)

Hydroxy-L-prolines as asymmetric catalysts for aldol, Michael addition and Mannich reactions
de réir: Loay Ahmed Al-Momani
Foilsithe / Cruthaithe: (2012-02-01)

Occurrence of 3 beta-hydroxy-5-cholestenoic acid, 3 beta,7 alpha-dihydroxy-5-cholestenoic acid, and 7 alpha-hydroxy-3-oxo-4-cholestenoic acid as normal constituents in human blood.
de réir: M Axelson, et al.
Foilsithe / Cruthaithe: (1988-05-01)

New chiral catalyts for the asymmetric Mukaiyama-type aldol reaction
de réir: Tempkin, Orin, 1967-
Foilsithe / Cruthaithe: (2005)

Exercise-induced muscle damage is not attenuated by beta-hydroxy-beta-methylbutyrate and alpha-ketoisocaproic acid supplementation.
de réir: Nunan, D, et al.
Foilsithe / Cruthaithe: (2010)

New bile acid analogs: 3 alpha, 7 alpha-dihydroxy-7 beta-methyl-5 beta-cholanoic acid, 3 alpha, 7 beta-dihydroxy-7 alpha-methyl-5 beta-cholanoic acid, and 3 alpha-hydroxy-7 xi-methyl-5 beta-cholanoic acid.
de réir: M Une, et al.
Foilsithe / Cruthaithe: (1984-04-01)

ASYMMETRIC-SYNTHESIS OF SYN-ALPHA-ALKYL-BETA-AMINO ACIDS
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (1994)

ASYMMETRIC-SYNTHESIS OF ANTI-ALPHA-ALKYL-BETA-AMINO ACIDS
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (1994)

Alkylation and aldol reactions of acyl derivatives of N-1-(1 '-naphthyl)ethyl-O-tert-butylhydroxylamine: asymmetric synthesis of alpha-alkoxy-, alpha-substituted-beta-alkoxy- and alpha,beta-dialkoxyaldehydes
de réir: Chernega, A, et al.
Foilsithe / Cruthaithe: (2010)

Application of Polyamines and Amino Acid Derivatives Based on 2-Azabicycloalkane Backbone in Enantioselective Aldol Reaction
de réir: Dominika Iwan, et al.
Foilsithe / Cruthaithe: (2021-08-01)

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)
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (2009)

NON-PROTEINOGENIC AMINO-ACID SYNTHESIS - SYNTHESIS OF BETA, GAMMA-UNSATURATED ALPHA-AMINO-ACIDS FROM ASPARTIC-ACID
de réir: Baldwin, J, et al.
Foilsithe / Cruthaithe: (1989)

A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids
de réir: Zhiqiang Duan, et al.
Foilsithe / Cruthaithe: (2014-04-01)

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

NON-PROTEINOGENIC AMINO-ACID SYNTHESIS - THE BETA-ANION DERIVED FROM ASPARTIC-ACID, AND ITS APPLICATION TO ALPHA-AMINO-ACID SYNTHESIS
de réir: Baldwin, J, et al.
Foilsithe / Cruthaithe: (1989)

CYCLIC SULPHAMIDATES - NEW SYNTHETIC PRECURSORS FOR BETA-FUNCTIONALIZED ALPHA-AMINO-ACIDS
de réir: Baldwin, J, et al.
Foilsithe / Cruthaithe: (1990)

Trading N and O. Part 3: Synthesis of 1,2,3,4-tetrahydroisoquinolines from alpha-hydroxy-beta-amino esters
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (2016)

Dual Effects of Alpha-Hydroxy Acids on the Skin
de réir: Sheau-Chung Tang, et al.
Foilsithe / Cruthaithe: (2018-04-01)

Potential bile acid metabolites. 9. 3,12-Dihydroxy- and 12 beta-hydroxy-5 alpha-cholanoic acids.
de réir: T Iida, et al.
Foilsithe / Cruthaithe: (1985-07-01)

Anti-Alpha-Amino-3-Hydroxy-5-Methyl-4-Isoxazolepropionic Acid Receptor Encephalitis: A Review
de réir: Tian-Yi Zhang, et al.
Foilsithe / Cruthaithe: (2021-05-01)

Catalytic asymmetric synthesis of acyclic arrays by tandem 1,4-addition-aldol reactions.
de réir: Howell, G, et al.
Foilsithe / Cruthaithe: (2006)