Synthesis, Inhaltsverzeichnis REVIEW © Georg Thieme Verlag Stuttgart · New York Synthesis of Furofuran Lignans Richard C. D. Brown*a, Nigel A. Swainb a School of Chemistry, University of Southampton, Highfield, Southampton S017 1BJ, UKFax: +44(23)80596805; e-Mail: rcb1@soton.ac.uk; b Pfizer Ltd., Ramsgate Road, Sandwich, Kent CT13 9NJ, UK Artikel empfehlen Abstract Artikel einzeln kaufen Alle Artikel dieser Rubrik Abstract This review covers synthetic routes to lignans belonging to the 2,6-disubstituted dioxabicyclo[3.3.0]octane subclass (also known as furofurans). The different approaches have been loosely categorised according to the synthetic strategies applied. The routes discussed range from the classical biomimetic oxidative coupling of cinnamyl derivatives to more recent asymmetric syntheses. 1 Introduction 2 Synthetic Routes to Furofurans 2.1 Oxidative Dimerisation of Cinnamyl Alcohols and Cinnamic Acids and Enolate Anions 2.2 Approaches Based on Conjugate Addition of Acyl Anion Equivalents 2.3 Approaches Based on Aldol Chemistry 2.4 Approaches Based on Cycloaddition/Rearrangement 2.5 Radical and Photochemical Strategies 2.6 Transition Metal Mediated Strategies 3 Concluding Remarks Key words total synthesis - natural products - furans - ring closure - bicyclic compounds Volltext Referenzen References 1 Ayres DC. Loike JD. Lignans: Chemical Biological and Clinical Properties Cambridge University Press; Cambridge: 1990. For a series of excellent general reviews covering lignans neolignans and related compounds see ref.3 and: 2a Ward RS. Nat. Prod. Rep. 1993, 10: 1 2b Ward RS. Nat. Prod. Rep. 1995, 12: 183 2c Ward RS. Nat. Prod. 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