4.7 Article

A mild and convenient procedure for the conversion of toxic β-asarone into rare phenylpropanoids:: 2,4,5-trimethoxycinnamaldehyde and γ-asarone

Journal

JOURNAL OF NATURAL PRODUCTS
Volume 65, Issue 5, Pages 764-765

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/np010559s

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Oxidation of beta-asarone (2) with DDQ gave trans-2,4,5-trimethoxycinnainaldehyde (3), which on treatment with p-toluenesulfonyl hydrazine provided corresponding alpha,beta-unsaturated hydrazone derivative (4). Reduction of 4 with sodium borohydride in acetic acid afforded gamma-asarone (1) in 43% yield.

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