Tandem reversible addition–intramolecular lactonization for the synthesis of 3-functionalized phthalides
M Sakulsombat, M Angelin, O Ramström
Index: Sakulsombat, Morakot; Angelin, Marcus; Ramstroem, Olof Tetrahedron Letters, 2010 , vol. 51, # 1 p. 75 - 78
Full Text: HTML
Citation Number: 13
Abstract
A new tandem process based on reversible nucleophilic addition and intramolecular lactonization of methyl 2-formylbenzoate leads to the efficient synthesis of 3-functionalized phthalides, which are important precursors for the synthesis of quinone skeletons via Hauser– Kraus annulation. The reactions are successfully carried out under mild conditions in single operations.
Related Articles:
Total Synthesis of the Spermidine Alkaloid 13??Hydroxyisocyclocelabenzine
[Li, Yi; Linden, Anthony; Hesse, Manfred Helvetica Chimica Acta, 2003 , vol. 86, # 3 p. 579 - 591]
[Crawley, Matthew L.; Hein, Karl J.; Markgraf, J. Hodge Journal of Chemical Research - Part S, 2003 , # 8 p. 470 - 471]
[Freskos, John N.; Morrow, Gary W.; Swenton, John S. Journal of Organic Chemistry, 1985 , vol. 50, # 6 p. 805 - 810]