Β-(Methoxy-(substitutedphenyl)-methyl)-γ-butyrolactones: A short synthesis from cinnamyl acetate. Issue 4 (16th February 2016)

• Record Type: Journal Article
• Authors: Singh, Buddh; Sharma, Shiromani; Taneja, Subhash C.; Shankar, Ravi; Sangwan, Payare L.
• Is Part Of: Synthetic communications. Volume 46:Issue 4(2016)
• Page Start: 361
• Page End: 366
• Publication Date: 2016-02-16
• Subjects: Cinnamyl acetate -- cyclization -- manganese(III) acetate -- methylation -- substituted butyrolactones; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2016.1138497
• Languages: English
• ISSNs: 0039-7911

Abstract

ABSTRACT: 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 · 2H2 O in boiling acetic acid containing acetic anhydride gave the products2 and3, which further cyclized in 3% H2 SO4 /CH3 OH to afford the butyrolactones (8a–e ), which are intermediates of lignin, in good to moderate yields. GRAPHICAL ABSTRACT: