Method and intermediates for the synthesis of korupensamines

Details Method and intermediates for the synthesis of korupensamines Method and intermediates for the synthesis of korupensamines

1994-11-15

1996-08-06

Ivy, C. Warren

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546146, 546149, 546150, C07D21702

Patent

active

055435238

ABSTRACT:
Activated isoquinolines and naphthalenes are disclosed which are useful to prepare korupensamines, michellamines and analogs thereof.

REFERENCES:
Rizzacasa et al, Aust. J. Chem, vol. 43, 1990, pp. 79-86.
Michael R. Boyd et al., "Anti-HIV Michellamines from Ancistrocladus korupensis," J. Med. Chem., 37, 1740-1745 (1994).
Gerhard Bringmann et al., "The Synthesis of all Possible Isomeric 6,8-Dioxygenated 1,3-Dimethyl-1,2,3,4-tetrahydroisoquinoline Methyl Esters--Useful Chiral Building Blocks for Naphthylisoquinoline Alkaloids," Liebigs Ann. Chem., 877-888 (1993).
Gerhard Bringmann et al., "The Absolute Configuration of Michellamine B, a `Dimeric`, Anti-HIV-Active Naphthylisoquinoline Alkaloid," Angnew. Chem. Int. Ed. Eng., 32 1190 (1993).
Gerhard Bringmann et al., "`Biomimetic` Oxidative Dimerization of Korupensamine A: Completion of the First Total Synthesis of Michellamines A, B, and C," Tetrahedron, 50(32), 9643-9648 (1994).
Y. F. Hallock et al., "Korupensamines A-D, Novel Antimalarial Alkaloids from Ancistrocladus korupensis, " J. Org. Chem., 59, 6349-6355 (1994).
T. R. Kelly et al., "Convergent Total Synthesis of the Michellamines," Tetrahedron Letters, 35(41), 7621-7624, 10 Oct. (1994).
K. P. Manfredi et al., "Novel Alkaloids from the Tropical Plant Ancistrocladus abbreviatus Inhibit Cell Killing by HIV-1 and HIV-2," J. Med. Chem., 34, 3402-3405 (1991).

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