88316-91-0Relevant academic research and scientific papers
A concise synthesis of siphonodictidine
Jefford, Charles W.,Rossier, Jean-Claude,Boukouvalas, John,Sledeski, Adam W.,Huang, Ping-Zhong
, p. 1383 - 1386 (2004)
Siphonodictidine (1) has been synthesized for the first time in a concise and regiocontrolled manner by using 2-(tert-butyldimethylsiloxy)-3-methylfuran (6) as the crucial building block. The silver trifluoro-acetate-induced alkylation of 6 with Ω-bromogeranyl acetate 7 gave the key γ-lactone intermediate 8, which on subsequent reduction, conversion of the hydroxyl into the amino group, and amidination afforded siphonodictidine (1) in an overall yield of 25.7% from 6.
