Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C4H8O2 |
| Molecular Weight | 88.1051 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(O)CC=O
InChI
InChIKey=HSJKGGMUJITCBW-UHFFFAOYSA-N
InChI=1S/C4H8O2/c1-4(6)2-3-5/h3-4,6H,2H2,1H3
| Molecular Formula | C4H8O2 |
| Molecular Weight | 88.1051 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Catalytic enantioselective alkylative aldol reaction: efficient multicomponent assembly of dialkylzincs, allenic esters, and ketones toward highly functionalized delta-lactones with tetrasubstituted chiral centers. | 2007-06-13 |
|
| Novel synthons from mucochloric acid: the first use of alpha,beta-dichloro-gamma-butenolides and gamma-butyrolactams for direct vinylogous aldol addition. | 2007-04-27 |
|
| Total synthesis of (-)-belactosin C and derivatives via double diastereoselective tandem mukaiyama aldol lactonizations. | 2007-04-12 |
|
| Regiospecific organocatalytic asymmetric aldol reaction of methyl ketones and alpha,beta-unsaturated trifluoromethyl ketones. | 2007-03-29 |
|
| N-heterocyclic carbene-catalyzed Mukaiyama aldol reactions. | 2007-03-15 |
|
| Diastereoselective synthesis of glycosylated prolines as alpha-glucosidase inhibitors and organocatalyst in asymmetric aldol reaction. | 2007-03-01 |
|
| Biochemical and ultrastructural alterations in the rat ventral prostate due to repetitive alcohol drinking. | 2007-02-15 |
|
| Highly selective acetate aldol additions using mesityl-substituted chiral auxiliaries. | 2007-01-04 |
|
| Enantioselective intramolecular aldol addition/dehydration reaction of a macrocyclic diketone: synthesis of the musk odorants (R)-muscone and (R,Z)-5-muscenone. | 2007 |
|
| Total syntheses of the actin-binding macrolides latrunculin A, B, C, M, S and 16-epi-latrunculin B. | 2007 |
|
| Creation of a pair of stereochemically complementary biocatalysts. | 2006-12-20 |
|
| Enamine-based aldol organocatalysis in water: are they really "all wet"? | 2006-12-11 |
|
| Modern aldol methods for the total synthesis of polyketides. | 2006-11-20 |
|
| Practical formal total syntheses of the homocamptothecin derivative and anticancer agent diflomotecan via asymmetric acetate aldol additions to pyridine ketone substrates. | 2006-09-29 |
|
| Tandem Wittig rearrangement/aldol reactions for the synthesis of glycolate aldols. | 2006-09-28 |
|
| Total synthesis of pseudolaric acid A. | 2006-09-18 |
|
| Highly diastereo- and enantioselective Mukaiyama aldol reactions catalyzed by hydrogen bonding. | 2006-09-18 |
|
| Convergent total synthesis of (+)-mycalamide A. | 2006-09-01 |
|
| Double diastereoselective acetate aldol reactions with chiral N-acetyl thiazolidinethione reagents. | 2006-08-04 |
|
| Synthesis of azasugars through a proline-catalyzed reaction. | 2006-08-04 |
|
| Simple enzymatic in situ generation of dihydroxyacetone phosphate and its use in a cascade reaction for the production of carbohydrates: increased efficiency by phosphate cycling. | 2006-08-04 |
|
| Symbiotic reagent activation: Oppenauer oxidation of magnesium alkoxides by silylglyoxylates triggers second-stage aldolization. | 2006-07-26 |
|
| Oxazinanones as chiral auxiliaries: synthesis and evaluation in enolate alkylations and aldol reactions. | 2006-07-21 |
|
| Chemo-differentiating MCRs based on alpha-ketoesters and terminal alkynoates. A homoaldol-based ABB' system. | 2006-07-05 |
|
| Direct asymmetric intermolecular aldol reactions catalyzed by amino acids and small peptides. | 2006-07-05 |
|
| Catalytic enantioselective aldol reaction to ketones. | 2006-06-07 |
|
| Thermodynamic control of asymmetric amplification in amino acid catalysis. | 2006-06-01 |
|
| Asymmetric tandem Michael-aldol reactions between 3-cinnamoyloxazolidine-2-thiones and aldehydes. | 2006-05-03 |
|
| Bis(oxazoline) Lewis acid catalyzed aldol reactions of pyridine N-oxide aldehydes--synthesis of optically active 2-(1-hydroxyalkyl)pyridine derivatives: development, scope, and total synthesis of an indolizine alkaloid. | 2006-04-24 |
|
| Diastereoselective synthesis of highly functionalized tetrahydroxanthenols--unprecedented access to privileged structural motifs. | 2006-04-24 |
|
| Synthesis of (-)-stemoamide using a stereoselective anti-aldol step. | 2006-04-14 |
|
| From allylic alcohols to aldols through a new nickel-mediated tandem reaction: synthetic and mechanistic studies. | 2006-04-12 |
|
| Aldol reactions within the RNA world. | 2006-03-13 |
|
| Stereoselective synthesis of the western hemisphere of salinomycin. | 2006-02-02 |
|
| Solid-supported and pegylated H-Pro-Pro-Asp-NHR as catalysts for asymmetric aldol reactions. | 2006 |
|
| Michael, Michael-aldol and Michael-Michael reactions of enolate equivalents of butane-2,3-diacetal protected glycolic acid derivatives. | 2005-11-21 |
|
| Mechanistic divergence of two closely related aldol-like enzyme-catalysed reactions. | 2005-11-21 |
|
| C2-symmetric bisprolinamide as a highly efficient catalyst for direct aldol reaction. | 2005-11-10 |
|
| Chemical biology: bring them back alive. | 2005-11-03 |
|
| beta-cyclodextrin-immobilized (4S)-phenoxy-(S)-proline as a catalyst for direct asymmetric aldol reactions. | 2005-11 |
|
| Aldolisation of bis(glycolaldehyde) phosphate and formaldehyde. | 2005-11 |
|
| Preparation and synthetic application of a novel ketene silyl acetal of methyl trifluoropyruvate. | 2005-10-28 |
|
| Readily tunable and bifunctional L-prolinamide derivatives: design and application in the direct enantioselective Aldol reactions. | 2005-09-29 |
|
| Enantioselective direct aldol-Tishchenko reaction: access to chiral stereopentads. | 2005-09-29 |
|
| Total synthesis of buergerinin F via effective construction of the asymmetric quaternary carbons using an enantioselective aldol reaction. | 2005-08-28 |
|
| Stereoselective synthesis of constrained oxacyclic hydroxyethylene isosteres of aspartic protease inhibitors: aldol and Mukaiyama aldol methodologies for branched tetrahydrofuran 2-carboxylic acids. | 2005-08-19 |
|
| Theoretical studies of stereoselectivities of intramolecular aldol cyclizations catalyzed by amino acids. | 2005-08-17 |
|
| A ribozyme for the aldol reaction. | 2005-08 |
|
| An alkyne hydrosilylation-oxidation strategy for the selective installation of oxygen functionality. | 2005-07-20 |
|
| Development of small designer aldolase enzymes: catalytic activity, folding, and substrate specificity. | 2005-05-24 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:07:12 GMT 2025
by
admin
on
Mon Mar 31 21:07:12 GMT 2025
|
| Record UNII |
8C6G962B53
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
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2663
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8C6G962B53
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DTXSID2050407
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7897
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203-530-2
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7610
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3-HYDROXYBUTANAL
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m1487
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107-89-1
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