Process for preparing dibenzofurans via catalytic heteroannulati

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

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C07D30791

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active

H00014060

ABSTRACT:
The present invention is directed to the synthesis of 2-chloro-cis-[5a(S)-9a(S)-(5a,6,7,8,9,9a-hexahydro)]dibenzofuran-4-carboxy lic acid by a stereospecific catalytic heteroannulation synthesis free of undesirable 8-chloro-2,6-methano-2H-3,4,5,6-tetrahydro-1-benzoxocin-10-carboxylic.

REFERENCES:
patent: 4863921 (1989-09-01), Youssefyeh et al.
Busch et al `1,2,3,4,4a,9b-hexahydro-4-hydroxydibenzofurans` CA 96:19951q (1982).
Toth et al `Total synthesis of dl morphine` J. Org Chem. vol. 52, No. 3 pp. 473-475 (1987).
Matharu et al `Synthesis and antitussive activity . . . ` J. Med. Chem vol. 20, No. 2 pp. 197-204 (1977).
Youssefyeh et al `Development of high-affinity . . . ` J. Med Chem vol. 35, No. 5 pp. 895-903 (1992).
Youssefyeh et al `Development of high-affinity 5-HT3 Receptor Antagonists.` J. Med. Chem vol. 35, No. 5 pp. 903-911 (1992).
Skaletzky `Cycloalka[b]benzofuranols` CA 68:21826t (1968).
Busch et al `1,2,3,4,4a,9b-hexahydro-4-aminodibenzofurans` CA 96:142689n (1982).

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