Synthesis of D2-symmetric 5,10,15,20-tetraarylporphyrins from C2-symmetric benzaldehydes and achiral aryldipyrromethanes

Tetrahedron Letters

Volumn 37, Issue 35, 1996, Pages 6291-6294

  Halterman, Ronald L ^a   Mei, Xiaodan ^a  

^a UNIVERSITY OF OKLAHOMA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PORPHYRIN DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030603070     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01379-2     Document Type: Article

References (19)

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2. (b) Jacobsen, E. N. in Catalytic Asymmetric Synthesis, Ojima, I., ed.; VCH Publishers, New York, 1994, p 160-189.
3. 2. Maxwell, J. L.; O'Malley, S.; Brown, K.C.; Kodadek, T. Organometallics 1992, 11, 645-652.
4. 3. (a) Groves, J. T.; Viski, P. J. Org. Chem. 1990, 55, 3628;
5. (b) Halterman, R. L.; Jan, S.-T.; Nimmons, H.L. Synlett. 1991, 791-792;
6. (c) Naruta, Y.; Tani, F.; Maruyama, K. Tetrahedron Asymm. 1991, 2, 533
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12. 8. Lee, C.-H.; Lindsey, J. S. Tetrahedron 1994, 50, 11427.
13. 9. 1a was prepared from known 3,5-di-t-butyl-1-methylbenzene (prepared according to: Risch, N.; Meyer-Roscher, B.; Langhals, M. Z. Naturforsch 1994, 49b, 141 ) in 50% yield by oxidation using ceric ammonium nitrate (according to: Trahanovsky, W.S.; Young, L.B. J. Org. Chem. 1966, 36, 2033-2035).
14. 9. 1a was prepared from known 3,5-di-t-butyl-1-methylbenzene (prepared according to: Risch, N.; Meyer-Roscher, B.; Langhals, M. Z. Naturforsch 1994, 49b, 141 ) in 50% yield by oxidation using ceric ammonium nitrate (according to: Trahanovsky, W.S.; Young, L.B. J. Org. Chem. 1966, 36, 2033-2035).
15. 4 (see: Rieche, A.; Gross, H.; Höft, E. Org. Synth. Col. Vol V, p 49, 1973.)
16. 4 (see: Rieche, A.; Gross, H.; Höft, E. Org. Synth. Col. Vol V, p 49, 1973.)
17. 11. Halterman, R. L.; Mei, X. unpublished results.
18. -1).
19. 13. Lindsey, S. J.; Wagner, R. W. J. Org. Chem. 1989, 54, 828.