Enantioselective synthesis of 2-sulfenylated aldehydes: Alkylation of sulfenylated acetaldehyde SAMP-hydrazones

Tetrahedron

Volumn 50, Issue 11, 1994, Pages 3349-3362

  Enders, Dieter ^a   Schäfer, Thomas ^a   Piva, Olivier ^a   Zamponi, Andrea ^a  

^a RWTH AACHEN UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; SULFIDE; THIOL DERIVATIVE;

ARTICLE; ENANTIOMER; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0028214617     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(01)87015-0     Document Type: Article

References (97)

1. Herstellung α-thiolierter Carbonylverbindungen
2. Asymmetric oxidation of sulfides to sulfoxides with trivalent iodine reagents.
3. New synthetic method for ketone methylenation. Reductive elimination of phenylthiomethylcarbinyl esters
4. General method for the synthesis of indoles
5. A simple and facile synthesis of d,l-muscone.
6. Neue Synthesemethoden; 8. α-Methylthiolierung cyclischer Ketone
7. Reactivity of α-Halogenated Aldehydes towards Thiolates: Synthesis of α-Sulfenylated Aldehydes
8. ThiosulfonicS-Esters; 6. Fluoride-Mediated α-Phenylsulfenylation of Cyclic Ketones and Esters via their Trimethylsilyl Enol Ethers
9. Enantioselective Synthesis of (-)-(7aS)-2,3,7,7a-Tetrahydro-7a- phenylthio-1H-indene-1,5(6H)-dione and (+)-(8aS)-3,4,8,8a-Tetrahydro-8a-phenylthio-1,6(2H,7H)-naphthalenedione
10. Anodic oxidation of vinyl sulphides. A convenient synthesis of ?-thiolated aldehydes
11. Regiospecific conversion of alkenyl sulphides to ?-sulphenylated carbonyl compounds by oxygenation in the presence of thiophenol
12. A ring expansion of cyclic ketones to .ALPHA.-phenylthio ketones via Lewis acid mediated denitration.
13. Synthesis of chiral cyclic ?-p-tolylsulphinyl ketones
14. Electrooxidative Cleavage of Carbon-Carbon Bonds. III. Preparation of Alkanediones from Cycloalkanones Through 2-Phenylthio-1-Cycloalkanols
15. Catalytic enantio- and diastereo-selective addition of diethylzinc to racemic ?-thio- and ?-seleno-aldehydes: asymmetric synthesis of optically active vicinal thio- and seleno-alcohols
16. Studies on the stereoselectivity of hydride reductions on 2-(methylthio)- and 2-(methylsulfonyl)cyclohexanones
17. Alkyl migration in competition with phenylthio migration in the acid-catalysed rearrangement of alcohols
18. General synthesis of oxirans
19. (2S,3S)-1-Phenylthio-2,3-butanediol. A useful chiral building block for a simple syntheses of (4R,5S)-5-hydroxyhexan-4-olide and (4R,5S)-5-hydroxy-2-hexen-4-olide.
20. Enol Borinates in Organic Synthesis: Regioselective α-Sulphenylation and α-Selenenylation of Ketones
21. Asymmetric sulfenylation of ketones with chiral sulfenamides.
22. Asymmetric sulfenylation of tin(II) enolates of ketones and 3-acyl-2-oxazolidones. Application to the synthesis of optically active epoxides.
23. Synthesis of Enantiomerically Enriched α-Sulfenylated Ketones and Aldehydes
24. Asymmetric Synthesis of Enantiopure α-Sulfenyl Dithioacetals and α-Sulfenyl Aldehydes
25. (S)-(−)-1-AMINO-2-METHOXYMETHYLPYRROLIDINE (SAMP) AND (R)-(+)-1-AMINO-2-METHOXYMETHYLPYRROLIDINE (RAMP), VERSATILE CHIRAL AUXILIARIES
26. ASYMMETRIC SYNTHESES USING THE SAMP-/RAMP-HYDRAZONE METHOD: (S)-(+)-4-METHYL-3-HEPTANONE
27. Struktur eines chiralen Lithium-azaenolats: monomeres, intramolekular chelatisiertes Lithio-2-acetylnaphthalin-SAMP-hydrazon
28. Structure of a Chiral Lithium Azaenolate: Monomeric, Intramolecular Chelated Lithio-2-acetylnaphthalene-SAMP-hydrazone
29. (S)-(?)-1-Amino-2-(siloxymethyl)pyrrolidines: novel and efficient reagents for chromatographic resolution of ?-substituted aldehydes
30. General method for the synthesis of high enantiomeric purity chiral epoxides
31. Enantioselective Synthesis of 3-Oxoesters and Carboxylic Acids as Polyfunctional Small Building Blocks with a Quaternary Stereogenic Center