Enantioselective synthesis of the C1-C9 segment of bryostatin by kinetic resolution of racemic β-keto esters

Tetrahedron Letters

Volumn 37, Issue 11, 1996, Pages 1767-1770

  Kaiesse, Markus ^a   Eh, Marcus ^a  

^a LEIBNIZ UNIVERSITY HANNOVER   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BRYOSTATIN;

ARTICLE; CHIRALITY; DRUG PURIFICATION; DRUG SYNTHESIS; ENANTIOMER; REACTION ANALYSIS; TECHNIQUE;

EID: 0029921006     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00172-4     Document Type: Article

References (18)

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8. Diplomarbeit J. Weiß, 1994, Universität Hannover; Diplomarbeit M. Schinner, 1995, Universität Hannover.
9. 3): v = 3520 (w), 3304 (m), 1720 (s), 1496 (m), 1452 (m), 1256 (m).
10. Eh, M.; Kalesse, M. Synlett, 1995, 837-838.
11. The diasteromeric excess was determined by GC chromatography on a chiral GC cyclodextrin column at 175°C. (Macherey-Nagel Lipodex column: [Oktakis-(2,6-di-o-pentyl-3-O-butyryl)-γ-cyclo-dextrin]; retention time 7.5-8.2 min; 25 m). We refer to the diastereomeric excess as the ratio of trans-diol/cis-diol.
12. 3: tris[3-(heptafluoropropyl)hydroxymethylene)-(+)-camphorato] europium (III).
13. Oetting, J.; Ph.D. thesis, 1994, Universität Hannover, Hannover.
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15. a) Dess, D. B.; Martin, J. C. J. Org. Chem. 1983, 48, 4155;
16. b) Dess, D. B.; Martin, J. C.; J. Am. Chem. Soc. 1991, 113, 7277.
17. Reetz, M. T.; Kessler, K.; Jung, A.; Tetrahedron Lett. 1984, 25, 729.
18. 3): v = 3467 (w); 1720 (m); 1260 (s).