Efficient conversion of (S)-methionine into (R)-garner aldehyde

Tetrahedron Letters

Volumn 38, Issue 38, 1997, Pages 6779-6780

  Ravi Kumar, Jalluri S ^a   Datta, Apurba ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; METHIONINE;

ARTICLE; CHEMICAL MODIFICATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0010399771     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01551-7     Document Type: Article

References (14)

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3. (c) Doi, Y.; Ishibashi, M.; Kobayashi, J. Tetrahedron, 1996, 52, 4573-4580.
4. (d) Sibi, M.P.; Deshpande, P.K.; La Loggia, A.J.; Christensen, J.W. Tetrahedron Lett. 1995, 36, 8961-8964.
5. (e) Moore, W.J.; Luzzio, F.A. Tetrahedron Lett. 1995, 36, 6599-6602.
6. (f) Koskinen, A.M.P.; Hassila, H.; Myllymaki, V.T.; Rissanen, K. Tetrahedron Lett. 1995, 36, 5619-5622.
7. Garner P., Park J.M. J. Org. Chem. 52:1987;2361-2364.
8. (a) McKillop, A.; Taylor, R.J.K.; Watson, R.J.; Lewis, N. Synthesis, 1994, 31-33.
9. (b) Williams, L.; Zhang, Z.; Shao, F.; Carroll, P.J.; Joullié, M.M. Tetrahedron, 1996, 52, 11673-11694.
10. (c) Dondoni, A.; Perrone, D. Synthesis, 1997, 527-529.
11. Ravi Kumar J.S., Datta A. Tetrahedron Lett. 38:1997;473-476.
12. Ohfune, Y.; Kurokawa, N. Tetrahedron Lett. 1984, 25, 1071-1074. For a similar approach for the synthesis of vinylglycine, see: Ardakani, A.A.; Rapoport, H. J. Org. Chem. 1980, 45, 4817-4820.
13. Ohfune, Y.; Kurokawa, N. Tetrahedron Lett. 1984, 25, 1071-1074. For a similar approach for the synthesis of vinylglycine, see: Ardakani, A.A.; Rapoport, H. J. Org. Chem. 1980, 45, 4817-4820.
14. 3) δ 152.4, 93.6, 80.2, 66.9, 55.9, 51.3, 38.5, 28.3, 27.8, 27.5, 26.8, 26.6, 24.2; EIMS: 274 (M+ -OH).