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Communication | Special issue | Vol 35, No. 1, 1993, pp.135-138
Published online, 1st January, 1970
DOI: 10.3987/COM-92-S57
Gelsemine Model Studies: Alkoxymethylations of Decalones and Indoles

David J. Hart* and Shung C. Wu

*Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, U.S.A.

Abstract

Treatment of decalone (11) with acetone or dimethoxymethane and an appropriate acid gave tetrahydropyrans (10) (74%) and (13) (59%), respectively. Similar treatment of indole (6) with dimethoxymethane gave indoline (14) (59%). Attempts to effect similar reactions with indole (4) were unsuccessful.