Radical cyclisation based approach to lignans. Synthesis of 4-arylmethyldihydrofuran-2-ones

Srikrishna, A. ; Danieldoss, S. (2001) Radical cyclisation based approach to lignans. Synthesis of 4-arylmethyldihydrofuran-2-ones Synthetic Communications, 31 (15). pp. 2357-2364. ISSN 0039-7911

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Official URL: http://www.tandfonline.com/doi/abs/10.1081/SCC-100...

Related URL: http://dx.doi.org/10.1081/SCC-100104837

Abstract

Bromoacetalisation of the cinnamyl alcohols 7a-d, obtained from the corresponding benzaldehydes, generated the bromoacetals 10a-d. The 5-exo trig radical cyclisation of the bromoacetals 10a-d followed by one step hydrolysis-oxidation of the resulting cyclic acetals 11a-d furnished the title compounds 6a-d, respectively, well-established intermediates of a variety of lignans.

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