Total synthesis of 3,7-dimethyl-7-hydroxy-2-octen-1,6-olide and 3,7-dimethyl-2,6-octadien-1,6-olide
3,7-Dimethyl-7-hydroxy-2-octen-1,6-olide (1) and 3,7-dimethyl-2,6-octadien-1,6-olide (2), the natural bioactive compounds isolated from the fruit of Litsea cubeba and the liverwort Plagiochila rutilans, were totally synthesized using easily available cis-geraniol
as raw material in short, convenient, and low-cost, five-step reactions including three steps of oxidation, cyclization, and dehydration, with an overall yield of 47.5% and 37.3%.
Keywords: 3,7-dimethyl-2,6-octadien-1,6-olide; 3,7-dimethyl-7-hydroxy-2-octen-1,6-olide; 6-olide; total synthesis
Document Type: Research Article
Affiliations: Department of Applied Chemistry, China Agricultural University, Beijing, 100193, China
Publication date: 01 August 2013
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