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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 15
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Original Articles

RADICAL CYCLISATION BASED APPROACH TO LIGNANS. SYNTHESIS OF 4-ARYLMETHYLDIHYDROFURAN-2-ONES

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Pages 2357-2364 | Received 01 Nov 2000, Published online: 09 Nov 2006
 

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.

ACKNOWLEDGMENT

We thank the Council of Scientific and Industrial Research, New Delhi for the award of a research fellowship to SD.

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