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Report | Regular issue | Vol 14, No. 8, 1980, pp.1155-1157
Published online, 1st January, 1970
DOI: 10.3987/R-1980-08-1155
Formation of the Oxazolidine Ring in C20-Dieterpenoid Alkaloids by Oxidative Cyclization with Silver Oxide

S. William Pelletier,* Abdel-Monem M. Ateya, Naresh V. Mody, and Lee C. Schramm

*Department of Chemistry, Institute for Natural Products Research, The University of Georgia, Chemistry Building, Athens, Georgia 30602-2556, U.S.A.

Abstract

Treatment of the N-CH2-CH2OH group-containing alkaloids with silver oxide in alcohol affords the “iso-type” oxazolidine ring-containing alkaloids in yields of 72 to 90% via oxidative cyclization. This method affords higher yields than earlier reported methods for this type of transformation.