Process for preparing polyoxa tetracyclic compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549348, 549358, 549263, 549268, 549279, 549277, 549276, 549 15, 549 12, 549214, 540461, 540520, 556429, 556436, C07D49118

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049636839

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 matrial. 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:
Merk Index, 9th Edition pp. 7853-7854.
Pure and Applied Chemistry, vol. 58, 817, (1986), Wei Shan Zhou.
Journal of the American Chemistry Society, vol. 103, (3) 624, (1983), G. Schmid et al.
Journal of the American Chemical Society, vol. 100, (1), 294, (1978).
Science, vol. 228, 1049, (1985).
Chinese Medial Journal, vol. 92, #12 811, (1979).

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