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Paper | Regular issue | Vol 24, No. 8, 1986, pp.2219-2225
Published online, 1st January, 1970
DOI: 10.3987/R-1986-08-2219
Synthesis of Limousamine, a 4-Hydroxylated Cularine

Angel Rodriguez de Lera, Carmen Villaverde, and Luis Castedo*

*Departamento de Química Orgánica, Universidad de Santiago and Sección de Alcaloides (C.S.I.C.), E-15706, Santiago de Compostela, Spain

Abstract

LTA treatment of cularidine 1c as described by Umezawa afforded a 2:3 mixture of limousamine 1a and its 4-epimer 1g, whose stereochemistry is discussed. DDQ oxidation of the O-methyl derivative 1h gave the first 3,4-dioxocularine alkaloid 9.