Stereoselective functionalisation of cis- and trans-2-ferrocenyl-3-pivaloyl-4-alkyl-1,3-oxazolidin-5-ones: asymmetric synthesis of (R)- and (S)-2-alkyl-2-aminopent-4-enoic acids and (2R,3S)-2-amino-2-methyl-3-hydroxy-3-phenylpropanoic acid.

Stereoselective functionalisation of cis- and trans-2-ferrocenyl-3-pivaloyl-4-alkyl-1,3-oxazolidin-5-ones: asymmetric synthesis of (R)- and (S)-2-alkyl-2-aminopent-4-enoic acids and (2R,3S)-2-amino-2-methyl-3-hydroxy-3-phenylpropanoic acid.

Treatment of a range of cis- and trans-2-ferrocenyl-3-pivaloyl-4-alkyl-1,3-oxazolidin-5-ones with LDA followed by the addition of allyl bromide promotes highly stereoselective allylation (>98% de) at the 4-position of the oxazolidinone ring anti to the stereodirecting 2-ferrocenyl group. Hydr...

Πλήρης περιγραφή

Λεπτομέρειες βιβλιογραφικής εγγραφής
Κύριοι συγγραφείς:	Alonso, F, Davies, S, Elend, A, Leech, M, Roberts, P, Smith, A, Thomson, J
Μορφή:	Journal article
Γλώσσα:	English
Έκδοση:	2009

Παρόμοια τεκμήρια

Kinetic and thermodynamic control in the stereoselective formation of trans- and cis-2-ferrocenyl-3-pivaloyl-4-alkyl-1,3-oxazolidin-5-ones.
ανά: Alonso, F, κ.ά.
Έκδοση: (2009)

Synthesis and reactivity of a range of 2-ferrocenyl-3-pivaloyl-1,3-oxazolidin-5-ones
ανά: Alonso, F, κ.ά.
Έκδοση: (1998)

2S,3R,4R,5S)-3,4,5-trihydroxypipecolic acid dihydrate [(2S,3R,4R,5S)-3,4,5-tri-hydroxypiperidine-2-carboxylic acid dihydrate]
ανά: Booth, K, κ.ά.
Έκδοση: (2007)

THE SYNTHESIS OF POLYHYDROXYLATED AMINO-ACIDS FROM GLUCURONOLACTONE - ENANTIOSPECIFIC SYNTHESES OF 2S,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2R,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID AND 2R,3R,4R-DIHYDROXYPROLINE
ανά: Bashyal, B, κ.ά.
Έκδοση: (1987)

Copper(I)-catalyzed preparation of (E)-3-iodoprop-2-enoic acid: (2-Propenoic acid, 3-iodo-, (2E)-)
ανά: Dixon, D, κ.ά.
Έκδοση: (2003)

ENANTIOSPECIFIC SYNTHESES OF 2S,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2R,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2S,4S,5S-DIHYDROXYPIPECOLIC ACID, AND BULGECININE FROM DEUTERIUM-GLUCURONOLACTONE
ανά: Bashyal, B, κ.ά.
Έκδοση: (1986)

(2R,3R,4R)-Methyl 2-bromo-3,4-dihydroxy-3,4-O-isopropylidenetetrahydrofuran-2-carboxylate
ανά: Probert, MR, κ.ά.
Έκδοση: (2005)

Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines
ανά: Robinson, J, κ.ά.
Έκδοση: (1998)

ASYMMETRIC-SYNTHESIS OF THE N-TERMINAL COMPONENT OF MICROGININ - (2S,3R)-3-AMINO-2-HYDROXYDECANOIC ACID, ITS (2R,3R)-EPIMER AND (3R)-3-AMINODECANOIC ACID
ανά: Bunnage, M, κ.ά.
Έκδοση: (1995)

(2S,3R,4R,5R)-3,4-Dihydr-oxy-5-(hydroxy-meth-yl)pyrrolidine-2-carboxylic acid [(2S,3R,4R,5R)-3,4-dihydr-oxy-5-(hydroxy-meth-yl)proline].
ανά: Best, D, κ.ά.
Έκδοση: (2009)

(S)-3-Dimethyl-amino-2-{(4S,5R)-5-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-hydroxy-propanoic acid.
ανά: Jenkinson, S, κ.ά.
Έκδοση: (2007)

3-[2-(2,3-Dioxoindolin-1-yl)ethyl]-1,3-oxazolidin-2-one
ανά: Al Subari, A., κ.ά.
Έκδοση: (2010)

Asymmetric syntheses of (-)-3-epi-Fagomine, (2R,3S,4R)-dihydroxypipecolic acid, and several polyhydroxylated homopipecolic acids.
ανά: Csatayová, K, κ.ά.
Έκδοση: (2014)

Asymmetric synthesis of anti-(2S,3S)- and syn-(2R,3S)-diaminobutanoic acid.
ανά: Bunnage, M, κ.ά.
Έκδοση: (2003)

Pentafluorophenyl (3R,4R,5R)-5-{[(3R,4R,5R)-5-azidomethyl-3,4-dimethoxy-2,3,4,5-tetrahydro-furan-3-carbonylamino]methyl}-3,4-dimethoxy-2,3,4,5-tetrahydrofuran-3-carboxylate
ανά: Punzo, F, κ.ά.
Έκδοση: (2006)

(2R, 3S, 4S, 5R)-Methyl 5-cyano-2,3 : 4,5-di-O-isopropylidene-2,3,4,5-tetrahydroxypentanoate
ανά: Glawar, A, κ.ά.
Έκδοση: (2005)

Crystal Structures of Dipeptides Derived from the beta-Amino Acids (1R,2S)-2-Aminocyclopentanecarboxylic Acid and (1S,2R,3S)-2-Amino-3-methylcyclopentanecarboxylic Acid
ανά: Abraham, E, κ.ά.
Έκδοση: (2011)

Crystal Structures of Dipeptides Derived from the β-Amino Acids (1 R,2 S)-2-Aminocyclopentanecarboxylic Acid and (1 S,2 R,3 S)-2-Amino-3-methylcyclopentanecarboxylic Acid
ανά: Abraham, E, κ.ά.
Έκδοση: (2011)

N-(2-Carboxyethyl)-2,5-dideoxy-2,5-imino-D-mannonic acid [(3R,4R,5R)-1-(2-carboxyethyl)-3,4-dihydroxy-5-hydroxymethyl-L-proline]
ανά: Edgeley, D, κ.ά.
Έκδοση: (2012)

SYNTHESIS OF (2R,3S,4R)-3,4-DIHYDROXYPROLINE FROM D-RIBONOLACTONE - AN APPROACH TO THE SYNTHESIS OF POLYFUNCTIONALIZED D-AMINO ACIDS FROM SUGAR LACTONES - X-RAY MOLECULAR-STRUCTURES OF 2-AZIDO-3,4-O-(R)-BENZYLIDENE-2-DEOXY-D-RIBONO-1,5-LACTONE, 2-AZIDO-2-DEOXY-D-RIBONO-1,4-LACTONE, AND (2R,3S,3R)-3,4-DIHYDROXYPROLINET
ανά: Baird, P, κ.ά.
Έκδοση: (1987)

SYNTHESIS OF HOMOCHIRAL BETA-HYDROXY-ALPHA-AMINO-ACIDS [(2S,3R,4R)-3,4-DIHYDROXYPROLINE AND (2S,3R,4R)-3,4-DIHYDROXYPIPECOLIC ACID] AND OF 1,4-DIDEOXY-1,4-IMINO-D-ARABINITOL [DAB1] AND FAGOMINE [1,5-IMINO-1,2,5-TRIDEOXY-D-ARABINO-HEXITOL]
ανά: Fleet, G, κ.ά.
Έκδοση: (1990)

A PRACTICAL SYNTHESIS OF DEOXYMANNOJIRIMYCIN AND OF (2S, 3R, 4R, 5R)-3,4,5-TRIHYDROXYPIPECOLIC ACID FROM D-GLUCOSE
ανά: Fleet, G, κ.ά.
Έκδοση: (1989)

Crystal structure of [(2R,3R,4S)-3,4-bis(acetyloxy)-5-iodo-3,4-dihydro-2H-pyran-2-yl]methyl acetate
ανά: Zukerman-Schpector, J., κ.ά.
Έκδοση: (2015)

ASYMMETRIC-SYNTHESIS OF (2S,3R)-3-AMINO-2-HYDROXYDECANOIC ACID - THE UNKNOWN AMINO-ACID COMPONENT OF MICROGININ
ανά: Bunnage, M, κ.ά.
Έκδοση: (1994)

Synthesis of three branched iminosugars [(3R,4R,5S)-3-(hydroxymethyl)piperidine-3,4,5-triol, (3R,4R,5R)-3-(hydroxymethyl)piperidine-3,4,5-triol and (3S,4R,5R)-3-(hydroxymethyl)piperidine-3.4,5-triol] and a branched trihydroxynipecotic acid [(3R,4R,5R)-3,4,5-trihydroxypiperidine-3-carboxylic acid] from sugar lactones with a carbon substituent at C-2
ανά: Simone, M, κ.ά.
Έκδοση: (2012)

A SUCCINCT ASYMMETRIC-SYNTHESIS OF (2S,3R)-2-METHYL-3-AMINOPENTANOIC ACID HYDROCHLORIDE
ανά: Davies, S, κ.ά.
Έκδοση: (1994)

TETRAHYDROISOQUINOLINES .4. ENANTIOSELECTIVE CONVERSION OF (+)-AMPHETAMINE INTO (+)-(1R,3S,4S)-1,2,3,4-TETRAMETHYL-1,2,3,4-TETRAHYDROISOQUINOLINE AND (-)-(1S,3S,4R)-1,2,3,4-TETRAMETHYL-1,2,3,4-TETRAHYDROISOQUINOLINE VIA TRICARBONYL(ARENE)CHROMIUM METHODOLOGY
ανά: Coote, S, κ.ά.
Έκδοση: (1988)

ISOLATION FROM CASTANOSPERMUM-AUSTRALE AND X-RAY CRYSTAL-STRUCTURE OF 3,8-DIEPIALEXINE, (1R,2R,3S,7S,8R)-3-HYDROXYMETHYL-1,2,7-TRIHYDROXYPYRROLIZIDINE [(2S,3R,4R,5S,6R)-2-HYDROXYMETHYL-1-AZABICYCLO[3.3.0]OCTAN-3,4,6-TRIOL]
ανά: Nash, R, κ.ά.
Έκδοση: (1988)

Synthesis resolution of 3,4,3'4'-tetramethoxyl-1,1'-1,2,3,4-tetrahydrobisisoquinoline and application in asymmetric alkylation reactions
ανά: Almeida Hazel Virgilia Ann
Έκδοση: (2009)

The asymmetric synthesis of (2R,3R)- and (2R,3S)-3-methyl-aspartates via an enantiodiscrimination strategy
ανά: Bull, S, κ.ά.
Έκδοση: (2001)

1-[2-(2-Oxo-1,3-oxazolidin-3-yl)ethyl]-4-phenyl-1H-1,5-benzodiazepin-2 (3H)-one
ανά: Ballo, D., κ.ά.
Έκδοση: (2010)

Asymmetric syntheses of (2R,3S)-3-hydroxyproline and (2S,3S)-3-hydroxyproline
ανά: Davies, S, κ.ά.
Έκδοση: (2018)

2-(4-Acetamidobenzenesulfonamido)-3-methylbutanoic acid
ανά: Sharif, S., κ.ά.
Έκδοση: (2010)

3-[2-(5H-Indolo[2,3-b]quinoxalin-5-yl)ethyl]-1,3-oxazolidin-2-one
ανά: Alsubari, A., κ.ά.
Έκδοση: (2010)

2,5-Anhydro-N-benzyl-2-C-methyl-D-arabinonamide [(2S,3R,4R)-N-benzyl-3,4-dihydroxy-2-methyltetrahydrofuran-2-carboxamide]
ανά: Cox, D, κ.ά.
Έκδοση: (2007)

Asymmetric synthesis of (2S,3S)- and (2R,3S)-2,3-diaminobutanoic acids, non-protein amino-acid diastereomers found in a number of peptide antibiotics
ανά: Burke, A, κ.ά.
Έκδοση: (1996)

ASYMMETRIC ALDOL AND ALKYLATION REACTIONS MEDIATED BY THE QUAT CHIRAL AUXILIARY (R)-(-)-5-METHYL-3,3-DIMETHYL-2-PYRROLIDINONE
ανά: Davies, S, κ.ά.
Έκδοση: (1994)

(4-Benzyl-2-oxo-1,3-oxazolidin-5-yl)methyl methanesulfonate
ανά: Cunico, W., κ.ά.
Έκδοση: (2010)

ISOLATION FROM ALEXA-LEIOPETALA AND X-RAY CRYSTAL-STRUCTURE OF ALEXINE, (1R,2R,3R,7S,8S)-3-HYDROXYMETHYL-1,2,7-TRIHYDROXYPYRROLIZIDINE [(2R,3R,4R,5S,6S)-2-HYDROXYMETHYL-1-AZABICYCLO[3.3.0]OCTAN-3,4,6-TRIOL], A UNIQUE PYRROLIZIDINE ALKALOID
ανά: Nash, R, κ.ά.
Έκδοση: (1988)

SYNTHESIS OF DEOXYMANNOJIRIMYCIN FAGOMINE DEOXYNOJIRIMYCIN 2-ACETAMIDO-1,5-IMINO-1,2,5-TRIDEOXY-D-MANNITOL 2-ACETAMIDO-1,5-IMINO-1,2,5-TRIDEOXY-D-GLUCITOL 2S, 3R, 4R, 5R-TRIHYDROXYPIPECOLIC ACID AND 2S, 3R, 4R, 5S-TRIHYDROXYPIPECOLIC ACID FROM METHYL 3-O-BENZYL-2,6-DIDEOXY-2,6-IMINO-ALPHA-D-MANNOFURANOSIDE
ανά: Fleet, G, κ.ά.
Έκδοση: (1987)