Total Synthesis of (+/−)??Frondosin B and (+/−)??5??epi??Liphagal by Using a Concise (4+ 3) Cycloaddition Approach

…, B Verbraeken, K Van Hecke…

Index: Laplace, Duchan R.; Verbraeken, Bart; Van Hecke, Kristof; Winne, Johan M. Chemistry - A European Journal, 2014 , vol. 20, # 1 p. 253 - 262

Full Text: HTML

Citation Number: 16

Abstract

Abstract A recently developed (4+ 3) cycloaddition between dienes and furfuryl alcohols, as precursors of oxyallyl-type cations, has been used as a key step in the racemic syntheses of two natural products: frondosin B and liphagal. This work demonstrates the synthetic potential of this cycloaddition reaction, and offers a short synthetic route to an interesting family of natural products. A full account of these synthetic studies is presented, further ...

Related Articles:

Substituted 3-benzylcoumarins as allosteric MEK1 inhibitors: design, synthesis and biological evaluation as antiviral agents

[Mali, R. S.; Yadav, V. J.; Zaware, R. N. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1982 , vol. 21, p. 759 - 760]

Electrochemical synthesis of chroman and euglobal skeletons via cycloaddition reaction of o-quinone methides and alkenes

[Chiba, Kazuhiro; Sonoyama, Junko; Tada, Masahiro Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 12 p. 1435 - 1443]

Aromatic hydroxylation. Hydroxybenzaldehydes from bromobenzaldehydes via reaction of in situ generated, lithiated. alpha.-morpholinobenzyl alkoxides with …

[Sinhababu, Achintya K.; Borchardt, Ronald T. Journal of Organic Chemistry, 1983 , vol. 48, # 12 p. 1941 - 1944]

Phenol oxidation. Part II. Synthesis of orientalinone, corydine, and isocorytuberine

[Jackson,A.H.; Martin,J.A. Journal of the Chemical Society [Section] C: Organic, 1966 , p. 2222 - 2229]

More Articles...