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Regioselective Syntheses of 6-(1,1-Dimethylallyl)- and 8-(3,3-Dimethylallyl) Chrysins by Jean-Baptiste Daskiewicz; Christine Bayet; Denis Barron is a Chemistry article available to read on EtoBox.

What is Regioselective Syntheses of 6-(1,1-Dimethylallyl)- and 8-(3,3-Dimethylallyl) Chrysins about?

AbstractÐThe ®rst regioselective syntheses of 6-(1,1-dimethylallyl)-and 8-(3,3-dimethylallyl) chrysins have been designed. Claisen rearrangement of protected 5-O-(3,3-dimethylallyl) chrysin in N,N-diethylaniline at 200±2178C gave selective access to the 8-(3,3-dimethylallyl) isomer. Similar rearrangement in N,N-diethylbutylamine at 140±1608C, or in cycloheptane/Eu(fod) 3 at 1008C, led to the formation of the 6-(1,1-dimethylallyl) isomer. Four different protecting groups for position 7 of chrysin have been compared, and found to follow the order of interest Bz.MOM.TBDPS.MEM.

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Author

Jean-Baptiste Daskiewicz; Christine Bayet; Denis Barron

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

2002

Language

EN

Field

Chemistry (Physical Sciences)