New strategy for the synthesis of 3-substituted prolines

Tetrahedron Letters

Volumn 38, Issue 1, 1997, Pages 85-88

  Karoyan, Philippe ^a   Chassaing, Gérard ^a  

^a SORBONNE UNIVERSITÉ   (France)

Author keywords

[No Author keywords available]

Indexed keywords

PROLINE DERIVATIVE;

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

EID: 0031014620     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02221-6     Document Type: Article

References (14)

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3. Iodination of compound 2 was accomplished by the method of Rathke: Rathke, M.W.; Lindert, A. Tetrahedron Lett., 1971, 43, 3995-3998.
4. Meyer, C.; Marek, I.; Courtemanche, G.; Normand, J.F. Tetrahedron Lett., 1993, 34, 6053-6056.
5. Meyer, C.; Marek, I.; Courtemanche, G.; Normand, J.F. J.Org.Chem., 1995, 60, 863-871.
6. Meth-Cohn, O. J.Chem.Soc., Chem.Comm., 1986, 9, 695-697.
7. Martin, A.; Chassaing, G.; Vanhove, A. Isotopes Environ. Health Stud., 1996, 32, 15-19.
8. 4) and concentrated to give 480 mg (96%) of a pale yellow liquid as a single product.
9. 4), and concentrated to give an oil as a pure product in quantitative yield.
10. 4) and concentrated. The recovered orange oil was purified by flash chromatography (cyclohexane/AcOEt: 95/5) to give 430 mg (73%) of a pale yellow liquid.
11. Chung, J.Y.L.; Wasicak, J.T.; Arnold, W.A.; May, C.S.; Nadzan, A.M.; Holladay, M.W. J.Org.Chem., 1990, 55, 270-275.
12. 2 ester), 7.28-7.40 (m, 5H, arom.).
13. Kollonitsch, J.; Scott, A.N.; Doldouras, G.A. J.Am.Chem.Soc,. 1966, 88, 3624-3626.
14. 13 All isolated compounds have satisfactory analytical and spectroscopic data. All isolated compounds have satisfactory analytical and spectroscopic data.