β-(Methoxy-(substitutedphenyl)-methyl)-γ-butyrolactones: A short synthesis from cinnamyl acetate

A simple and short synthesis has been revealed for the preparation of (±) β-(Methoxy-(substitutedphenyl)-methyl)-γ-butyrolactones. The reaction of cinnamyl acetate with Mn(OAc) 3  · 2H 2 O in boiling acetic acid containing acetic anhydride gave the products 2 and 3, which further cyclized in 3% H 2...

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Bibliographic Details
Published in:Synthetic communications 2016-02, Vol.46 (4), p.361-366
Main Authors: Singh, Buddh, Sharma, Shiromani, Taneja, Subhash C., Shankar, Ravi, Sangwan, Payare L.
Format: Article
Language:English
Subjects:
Cinnamyl acetate
cyclization
manganese(III) acetate
methylation
substituted butyrolactones
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Summary:A simple and short synthesis has been revealed for the preparation of (±) β-(Methoxy-(substitutedphenyl)-methyl)-γ-butyrolactones. The reaction of cinnamyl acetate with Mn(OAc) 3  · 2H 2 O in boiling acetic acid containing acetic anhydride gave the products 2 and 3, which further cyclized in 3% H 2 SO 4 /CH 3 OH to afford the butyrolactones (8a-e), which are intermediates of lignin, in good to moderate yields.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2016.1138497