Abstract
Prenylation of 2-O-methyl phloroacetophenone with prenyl bromide in the presence of methanolic alkali yields mainly the 5- C-prenyl derivative; whereas with 2-methyl-2-hydroxy-3-butene in the presence of boron trifluoride etherate, both 5- C- and 3- C-prenyl derivatives are formed. These derivatives under the names preremirol (5- C-) and acronylin (3- C-) have recently been isolated from Remirea maritima and Achronychia laurifolia respectively. Their oxidative cyclization yields naturally occurring isoevodionol and evodionol respectively.
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