Electronic effects in the regioselectivity of the singlet oxygen and 4-methyl-1,2,4-triazoline-3,5-dione ene reactions with isobutenylarenes

Tetrahedron Letters

Volumn 44, Issue 5, 2003, Pages 903-905

  Alberti, Mariza N ^a   Vougioukalakis, Georgios C ^a   Orfanopoulos, Michael ^a  

^a UNIVERSITY OF CRETE   (Greece)

Author keywords

Ene reactions; Singlet oxygen; Triazolinediones

Indexed keywords

4 METHYL 1,2,4 TRIAZOLINE 3,5 DIONE; ALKENE DERIVATIVE; KETONE DERIVATIVE; OXYGEN; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; ELECTRONICS; PHOTOOXIDATION; STEREOCHEMISTRY;

EID: 0037467875     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02783-1     Document Type: Article

References (17)

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2. For review articles, see: (a) Stratakis, M.; Orfanopoulos, M. Tetrahedron 2000, 56, 1595-1615; (b) Clennan, E. L. Tetrahedron 2000, 56, 9151-9179; (c) Prein, M.; Adam, W. Angew. Chem., Int. Ed. Engl. 1996, 35, 477-494; (d) Stephenson, L. M.; Grdina, M. B.; Orfanopoulos, M. Acc. Chem. Res. 1980, 13, 419-425.
3. For review articles, see: (a) Stratakis, M.; Orfanopoulos, M. Tetrahedron 2000, 56, 1595-1615; (b) Clennan, E. L. Tetrahedron 2000, 56, 9151-9179; (c) Prein, M.; Adam, W. Angew. Chem., Int. Ed. Engl. 1996, 35, 477-494; (d) Stephenson, L. M.; Grdina, M. B.; Orfanopoulos, M. Acc. Chem. Res. 1980, 13, 419-425.
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11. 3: 8.09 (s, 1H, OOH), 7.64 (d, J=8.1 Hz, 2H), 7.49 (d, J=8.1 Hz, 2H), 5.44 (s, 1H), 5.12 (br. s, 1H), 5.11 (br. s, 1H), 1.70 (s, 3H).
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14. 3: 7.65 (d, J=8.0 Hz, 2H), 7.46 (d, J=8.0 Hz, 2H), 5.79 (s, 1H), 5.21 (br. s, 1H), 4.93 (br. s, 1H), 3.07 (s, 3H).
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