Tetrahedron

Regiospecific synthesis of 3-(2, 6-dihydroxyphenyl) phthalides: application to the synthesis of isopestacin and cryphonectric acid

D Mal, P Pahari, SR De

Index: Mal, Dipakranjan; Pahari, Pallab; De, Saroj Ranjan Tetrahedron, 2007 , vol. 63, # 47 p. 11781 - 11792

Full Text: HTML

Citation Number: 34

Abstract

DBU catalyzed condensation of phthalaldehydic acids and 1, 3-diketones has been developed to be a general method for the synthesis of 3-substituted phthalides. This method, in combination with mercuric acetate mediated oxidative aromatization has been utilized for the regiospecific synthesis of isopestacin (9) and cryphonectric acid (10).

Related Articles:

Regiocontrolled synthesis of hydroxyphthalides. Synthesis of (.+-.)-isoochracinic acid and a zealeranone intermediate

[Trost, Barry M.; Rivers, Gordon T.; Gold, Jeffrey M. Journal of Organic Chemistry, 1980 , vol. 45, # 10 p. 1835 - 1838]

Efficient synthesis of anacardic acid analogues and their antibacterial activities

[Mamidyala, Sreeman K.; Ramu, Soumya; Huang, Johnny X.; Robertson, Avril A.B.; Cooper, Matthew A. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 6 p. 1667 - 1670]

Synthesis of a regioisomeric analogue of the 3C-protease inhibitor thysanone via a Hauser annulation strategy

[Brimble, Margaret A.; Houghton, Scott I.; Woodgate, Paul D. Tetrahedron, 2007 , vol. 63, # 4 p. 880 - 887]

Synthesis of functionalized hydroxyphthalides and their conversion to 3-cyano-1 (3H)-isobenzofuranones. The Diels-Alder reaction of methyl 4, 4-diethoxybutynoate …

[Freskos, John N.; Morrow, Gary W.; Swenton, John S. Journal of Organic Chemistry, 1985 , vol. 50, # 6 p. 805 - 810]

Synthesis of functionalized hydroxyphthalides and their conversion to 3-cyano-1 (3H)-isobenzofuranones. The Diels-Alder reaction of methyl 4, 4-diethoxybutynoate …

[Freskos, John N.; Morrow, Gary W.; Swenton, John S. Journal of Organic Chemistry, 1985 , vol. 50, # 6 p. 805 - 810]

More Articles...