81719-67-7Relevant academic research and scientific papers
SELECTIVE SYNTHESES OF DENDROLASIN AND SESQUIROSEFURAN BY THE COUPLING OF 3-FURYLMETHYLMAGNESIUM BROMIDE WITH GERANYL DIETHYL PHOSPHATE
Araki, Shuki,Butsugan, Yasuo
, p. 177 - 178 (1982)
Coupling reaction of 3-furylmethylmagnesium bromide with geranyl diethyl phosphate in the presence and the absence of copper(I) iodide affords dendrolasin and sesquirosefuran, respectively, in ca. 80 percent selectivity
REGIO-CONTROLLED PRENYLATION AND GERANYLATION OF 3-FURYLMETHYLMAGNESIUM BROMIDE. SELECTIVE SYNTHESES OF 3-SUBSTITUTED FURANOID AND 2-SUBSTITUTED 3-METHYLFURANOID TERPENES.
Araki,Butsugan
, p. 1446 - 1449 (2007/10/02)
Coupling reactions of 3-furylmethylmagnesium bromide with prenyl and geranyl diethyl phosphates gave 2-substituted 3-methylfurans, rosefuran and sesquirosefuran, as the main products. When the reactions were carried out in the presence of a catalytic amount of copper(I) iodide, normal coupling occurred and 3-substituted furans, perillene and dendrolasin, were formed in good yields. The related naturally occurring 3-substituted thiophene, 3-(4-methyl-3-pentenyl)thiophene, was also synthesized from 3-thienylmethylmagnesium bromide and prenyl diethy phosphate.
