Asymmetric synthesis of the antibiotic (+)-thiamphenicol using cis-N-(p-toluenesulfinyl)aziridine 2-carboxylic acids

Tetrahedron Letters

Volumn 35, Issue 41, 1994, Pages 7525-7528

  Davis, Franklin A ^a   Zhou, Ping ^a  

^a DREXEL UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

THIAMPHENICOL;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; REACTION ANALYSIS;

EID: 0028139165     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)78334-1     Document Type: Article

References (28)

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2. An efficient synthesis of florfenicol
3. Direct conversion of (1S,2S)-2-amino-1-[(4-methylthio)phenyl]-1,3-propanediol into its enantiomer for efficient synthesis of thiamphenicol and florfenicol
4. An Enzymatic Route to Florfenicol
5. New strategy for racemization of 2-amino-1,3-propanediols, key intermediates for the synthesis of antibiotic drugs
6. Oppenauer Oxidation of 2-Acylamino-1-aryl-1,3-propanediols; A New Method for Racemization of an Optically Active Diastereoisomer
7. Asymmetric Synthesis and Reactions of cis-N-(p-Toluenesulfinyl)aziridine-2-carboxylic Acids
8. Asymmetric synthesis of sulfinimines: Chiral ammonia imine synthons
9. Asymmetric induction in the reduction of optically active N-alkylidenesulphinamides by metal hydrides. A new, efficient enantioselective route to chiral amines
10. ?-Asymmetric induction in the reduction of n-alkylidenesulphinamides. Synthesis of optically active amines
11. Stereoselective addition reactions of chiral N-benzylidene-p-toluenesulfinamides. Asymmetric syntheses of .beta.- and .gamma.-amino acids
12. Asymmetric synthesis of sulfinimines: applications to the synthesis of nonracemic .beta.-amino acids and .alpha.-hydroxyl .beta.-amino acids
13. Synthesis of functionalized phenylalanine derivatives by ring opening reactions of 3-arylaziridine-2-carboxylic esters
14. Synthesis of functionalized amino acids by ring-opening reactions of aliphatically substituted aziridine-2-carboxylic esters
15. Iodocyclofunctionalization of (Z)-1-trichloroacetimidoyloxyalk-2-enes and 3-trichloroacetimidoyloxyalk-1-enes. Synthesis of (�)-erythro-sphinganine triacetate and (�)-threo-sphinganine triacetate
16. Iodocyclofunctionalization of (E)-1-trichloroacetimidoalk-2-enes. Synthesis of (�)-erythro-sphinganine triacetate
17. A novel, efficient synthesis of (±)-erythro-sphingosine