Polyoxa tetracyclic compounds

Details Polyoxa tetracyclic compounds Polyoxa tetracyclic compounds

1990-07-18

1993-07-06

Ivy, C. Warren

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

540581, 546 63, 549 24, 549 25, 549268, 549276, 549348, 549358, C07D31306, C07D31300, C07D27300

Patent

active

052255549

ABSTRACT:
A process for synthesizing polyoxa tetracyclics which involves the ozonolysis of a single-ring-structure vinyl silane with resulting direct formation of the desired multiple ring material. The polyoxa tetracyclic compounds have the formula ##STR1## The vinyl silanes have the structure ##STR2## The vinyl silanes are new chemical compounds as are corresponding primary ozonide and dioxetane intermediates. In a preferred embodiment, this invention provides a total synthesis of the antimalarial artemisinin.

REFERENCES:
patent: 4350638 (1982-09-01), Lee
patent: 4963683 (1990-10-01), Avery et al.
patent: 5011951 (1991-04-01), Buchs et al.
patent: 5019590 (1991-05-01), Avery et al.
Lee et al., Tetrahedron Letters (Mar. 1973) No. 12, pp. 965-968.
Rosch et al., Organomet. Chem. (1980) 195:47-53.
Trost et al., J. Amer. Chem. Soc. (1983) 105:4494-4496.
Rosch et al., Angew. Chem. Int. Ed. Engl. (1981) 20:581-582.
Desjardins et al., Antimicrob. Agents Chemother. (1979) 16(6):710-718.
Milhous et al., Antimicrob. Agents Chemother. (1979) 27(4):525-530.
Roush et al., J. Amer. Chem. Soc. (1984) 106:721-723.
Claus et al., Org. Syn. (1985) 64:150-156.
Imakura et al., J. Chem. Soc. Chem. Commun. (1988) pp. 372-374.
Bates et al., J. Organ. Chem. (1989) 54:1784-1785.
Merk Index, 9th Edition pp. 7853-7854.
G. Schmid et al., Journal of the American Chem. Soc. 103:(3) 624-5 (1983).
Wei Shan Zhou, Pure and Applied Chem. 58:817-24 (1986).
Buchi et al., Journal of the American Chem. Soc. 100:(1), 294-5 (1978).
Klayman, D. L., Science 228:1049-55, (1985).
Klayman, D. L., Chinese Medial Journal 92:(#12) 811-16, (1979).
PCT Patent Application PCT/US87/03330 (Dec. 15, 1987).
Katsuhara, J. Organ. Chem. (1967) 32(3):797-799.
Caine et al., J. Organ. Chem. (1984) 49:2647-2650.
Oppolzer et al., Helv. Chim. Acta (1978) 61:2755-2762.
Stowell et al., Org. Synthesis (1984) 62:140-148.
Brossi et al., J. Med. Chem. (1988) 31:645-650.
Francotte et al., Helv. Chim. Acta (1987) 70:1569:1582.

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