Selective deprotection strategies to N-(alpha-methylbenzyl)-beta-amino esters and derived beta lactams

Selective deprotection strategies to N-(alpha-methylbenzyl)-beta-amino esters and derived beta lactams

A variety of N,N-diprotected β-amino esters, prepared by highly diastereoselective conjugate addition of chiral lithium amides, were selectively mono-deprotected under either reductive (hydrogenolysis) or oxidative (DDQ or CAN) conditions. Combined with these deprotection methods, lithium (α-methylb...

Disgrifiad llawn

Manylion Llyfryddiaeth
Prif Awduron:	Davies, S, Ichihara, O
Fformat:	Journal article
Iaith:	English
Cyhoeddwyd:	1998

Eitemau Tebyg

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

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

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

Asymmetric synthesis of beta-lactams and pseudopeptides via stereoselective conjugate additions of lithium (alpha-methylbenzyl)-allylamide to alpha,beta-unsaturated iron acyl complexes
gan: Davies, S, et al.
Cyhoeddwyd: (1999)

Conjugate addition to (alpha,beta)(alpha ',beta ')-diendioate esters by lithium (alpha-methylbenzyl)benzylamide: tandem addition-cyclisation versus double addition
gan: Urones, J, et al.
Cyhoeddwyd: (1999)

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

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

Doubly diastereoselective conjugate additions of the antipodes of lithium N-benzyl-N-(alpha-methylbenzyl)amide to enantiopure epsilon-O-protected alpha,beta-unsaturated esters derived from D-ribose
gan: Davies, S, et al.
Cyhoeddwyd: (2014)

Conjugate addition of lithium N-tert-butyldimethylsilyloxy-N-(alpha-methylbenzyl)amide: asymmetric synthesis of beta(2,2,3)-trisubstituted amino acids
gan: Bentley, SA, et al.
Cyhoeddwyd: (2010)

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

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

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

The solvent free preparation of beta-amino esters alpha,beta-unsaturated ketones and esters with domestic microwave oven
gan: Braibante Mara E. F., et al.
Cyhoeddwyd: (2006-01-01)

ORIGINS OF THE HIGH STEREOSELECTIVITY IN THE CONJUGATE ADDITION OF LITHIUM(ALPHA-METHYLBENZYL)BENZYLAMIDE TO T-BUTYL CINNAMATE
gan: Costello, J, et al.
Cyhoeddwyd: (1994)

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

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

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

Application of zinc-and aluminum ester :: Enolates in the stereoselective synthesis of Beta-lactam antibiotics
gan: , STEEN, Frederik Hendrik van der, et al.
Cyhoeddwyd: (1991)

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
gan: Brackenridge, I, et al.
Cyhoeddwyd: (1999)

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

The Survey of Genes Encoding Beta-Lactamases, in Escherichia Coli Resistant to Beta-Lactam and Non-Beta-Lactam Antibiotics
gan: Fereshteh Shahcheraghi, et al.
Cyhoeddwyd: (2010-01-01)

The asymmetric synthesis of beta-haloaryl-beta-amino acid derivatives
gan: Bull, S, et al.
Cyhoeddwyd: (2000)

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

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

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

beta-lactam synthetase: Implications for beta-lactamase evolution
gan: McNaughton, H, et al.
Cyhoeddwyd: (1998)

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

The enzymes of beta-lactam biosynthesis
gan: Hamed, R, et al.
Cyhoeddwyd: (2013)

Beta-lactam-associated hypokalemia
gan: Muriel-N. Jansen, et al.
Cyhoeddwyd: (2024-08-01)

Delabelling beta-lactam allergy
gan: Gustavo-Jorge Molina-Molina, et al.
Cyhoeddwyd: (2024-06-01)

Asymmetric synthesis of alpha-amino carbonyl derivatives using lithium (R)-N-benzyl-N-alpha-methylbenzylamide
gan: Davies, S, et al.
Cyhoeddwyd: (2002)

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

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

Iodine-Mediated Neutral and Selective N-Boc Deprotection
gan: G. Pavan Kumar, et al.
Cyhoeddwyd: (2013-01-01)

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

Asymmetric synthesis of homochiral Baylis-Hillman products employing (R)-N-methyl-N-alpha-methylbenzyl amide
gan: Davies, S, et al.
Cyhoeddwyd: (2000)

Use of lithium (alpha-methylbenzyl)allylamide for a formal asymmetric synthesis of thienamycin
gan: Davies, S, et al.
Cyhoeddwyd: (1997)

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

Enzymatic synthesis of monocyclic beta-lactams.
gan: Sleeman, M, et al.
Cyhoeddwyd: (2002)

The OPAT opportunity for beta-lactam individualization
gan: Lindsey M. Childs-Kean, et al.
Cyhoeddwyd: (2024-01-01)