Tetrahedron p. 1437 - 1440 (1981)
Update date:2022-07-29
Topics:
Ahluwalia, V. K.
Arora, K. K.
A novel method of nuclear isoprenylation leading to the exclusive formation of 2,2-dimethylchromans has been achieved by the direct condensation of polyhydroxyacetophenones with isoprene in presence of phosphoric acid.Acetylchromans, thus obtained, are dehydrogenated with DDQ to given corresponding 2,2-dimethylchromenes.Using this method, synthesis of number of naturally occuring chromenes, viz. ripariochromene A (6), eupatoriochromene (10), encecalin (11), isoevodionol (16), evodionol (17) and methylevodionol (18) has been affected.
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Doi:10.1021/ja037763h
(2004)Doi:10.1039/c8ob02533a
(2019)Doi:10.1021/jm00288a018
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