86776-27-4Relevant academic research and scientific papers
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 (1983)
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.
Selective Alkylation and Allylation of Allylic Halides by Tetraorganoidates: Regio- and Stereo-selective Synthesis of Rosefuran and Sesquirosefuran
Araki, Shuki,Jin, Shun-Ji,Butsugan, Yasuo
, p. 549 - 552 (2007/10/02)
Tetraalkylindanes regioselectively alkylate allylic bromides at the α-carbon.In this way, 1,5-dienes have been regio- and stereo-selectively synthesized by the allyl-allyl coupling of allylic bromides and allylic indates, including rosefuran 1 and sequirosefuran 3.
