Birch reduction and reduction-alkylations of 3,4-dihydro-3-methyl-8-phenylisocoumarin

Tetrahedron Letters

Volumn 37, Issue 36, 1996, Pages 6511-6514

  Schultz, Arthur G ^a   Li, Yu Jang ^a  

^a Research Rensselaer Polytechnic Institute   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ISOCOUMARIN DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030565562     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01431-1     Document Type: Article

References (14)

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2. Ellefson, C. R. J. Org. Chem. 1979, 44, 1533.
3. For an example of 1,5-intraannular chirality transfer in a ten-membered ring lactone enolate (product diastereomer ratio, 86:14) sec: Still, W. C.; Galynker, I. Tetrahedron 1981, 37, 3981.
4. 13C NMR, IR, low resolution MS and combustion analyses.
5. (a) Chidambaram, N.; Chandrasekaran, S. J. Org. Chem. 1987, 52, 5048.
6. (b) Schultz, A. G.; Taveras, A. G.; Harrington, R. E. Tetrahedron Lett. 1988, 29, 3907.
7. For a related base-induced δ-lactone fragmentation, see: Ruden, R. A.; Bonjouklian, R. J. Am. Chem. Soc. 1975, 97,6892.
8. (a) Hillis, L. R.; Ronald, R. C. J. Org. Chem. 1981, 46, 3348.
9. (b) Koppenhoefer, B.; Weber, R.; Schurig, V. Synthesis 1982, 317.
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11. (b) Becker, H; King, S. B.; Taniguchi, M.; Vanhessche, K. P. M.; Sharpless, K. B. J. Org. Chem. 1995, 60, 3940.
12. (c) Adiyaman, M.; Khanepure, S. P.; Hwang, S. W.; Rokach, J. Tetrahedron Lett. 1995, 56,7367.
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