Reduction and carboxylation of 1-chloromethyl-6,7-dimethoxy-3,4-dihydroisoquinolinLum salts. An easy entry to 1-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline alkaloids

Heterocycles

Volumn 43, Issue 3, 1996, Pages 545-550

  Suau, Rafael ^a   Ruiz, Inmaculada ^a   Posadas, Natalia ^a   Valpuesta, María ^a  

^a UNIVERSITY OF MÁLAGA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0010169317     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-95-7285     Document Type: Article

References (18)

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4. T. Kametani and K. Fukumoto, "Heterocyclic Compounds, Isoquinolines. Part 1", Vol. 38, ed. by G. Grethe, John Wiley & Sons, New York, 1981, Ch. 2.
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14. Homochiral (1R)-4 was synthesized in several steps from dopamine and (+)-glyceraldehyde, ref. 5d. Related 2-oxazolidinones have been prepared in conection with the synthesis of (-)-quinocarcin: S. Saito, O. Tamura, Y. Kobayashi, F. Matsuda, T. Katoh, and S. Terashima, Tetrahedron, 1994, 50, 6193.
15. The formation of 2-oxazolidinones from allylamines with iodine and carbonate anion has been reported: G. Cardillo, M. Orena, and S. Sandri, J. Org. Chem., 1986, 51, 713; T. Toda and Y. Kitagawa, Angew. Chem., Int. Ed. Engl., 1987, 26, 334.
16. The formation of 2-oxazolidinones from allylamines with iodine and carbonate anion has been reported: G. Cardillo, M. Orena, and S. Sandri, J. Org. Chem., 1986, 51, 713; T. Toda and Y. Kitagawa, Angew. Chem., Int. Ed. Engl., 1987, 26, 334.
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