A highly stereocontrolled asymmetric synthesis of the Taxol C-13 side chain; (4S, 5R)-2,4-Diphenyloxazoline-5 carboxylic acid

Tetrahedron Letters

Volumn 39, Issue 44, 1998, Pages 8129-8132

  Lee, Kee Young ^a   Kim, Yong Hyun ^a   Park, Min Sung ^a   Ham, Won Hun ^a  

^a Sungkyunkwan University   (South Korea)

Author keywords

Asymmetric synthesis; Oxazoline; Palladium and compounds; Taxoid

Indexed keywords

2,4 DIPHENYLOXAZOLINE 5 CARBOXYLIC ACID; AMINO ACID; CARBOXYLIC ACID DERIVATIVE; PACLITAXEL; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; OXIDATION; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 0032578739     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01804-8     Document Type: Article

References (14)

1. [1] Nicolaou KC, Dai, W-M, Guy RK. Angew. Chem. 1994; 106: 38-67.
2. [2] Nicolaou KC, Dai, W-M, Guy RK. Angew. Chem., Int. Ed. Engl. 1994; 33: 15-44.
3. [3] Gennari C, Carcano M, Donghi M, Mongelli N, Vanotti E, Vulpetti A. J. Org. Chem. 1997; 62: 4746-4755 and references cited therein.
4. [4] Brown S, Jordan AM, Lawrence NJ, Pritchard RG, McGown AT. Tetrahedron Lett. 1998; 39: 3559-3562.
5. [5] Kobayashi S, Ishitani H, Ueno M. J. Am. Chem. Soc. 1998; 120: 431-432.
6. [6] Lee D, Kim M-J. Tetrahedron Lett. 1998; 39: 2163-2166.
7. [7] Cardillo G, Gentilucci L, Tolomelli A, Tomasini C. J. Org. Chem. 1998; 63; 2351-2353.
8. [8] Goel OP, Krolls U, Kesten S. Org. Synth., Coll. Vol. VIII, 68-71.
9. [9] Abd El Samii ZKM, Al Ashmawy MI, Mellor JM. J. Chem. Soc., Perkin Trans. 1 1988; 2517-2522.
10. [10] Engman L. J. Org. Chem. 1991; 56: 3425-3430.
11. [11] Bongini A, Cardillo G, Orena M, Sandri S, Tomasini C. J. Org. Chem. 1986; 51: 4905-4910.
12. [12] Cook GR, Shanker PS. Tetrahedron Lett. 1998; 39: 3405-3408.
13. [13] Hansel J-G, O'Hogan S, Lensky S, Ritter AR, Miller MJ. Tetrahedron Lett. 1995; 36: 2913-2916.
14. [14] Gou D-M, Liu Y-C, Chen C-S. J. Org. Chem. 1993; 58: 1287-1289.