Synthesis of 9‐Substituted‐1,8‐Dioxooctahydroxanthenes by an Efficient Iodine‐Catalyzed Cyclization | Zendy

Luna Liliana E. | Zendy; Cravero Raquel M. | Zendy; Faccio Ricardo | Zendy; Pardo Helena | Zendy; Mombrú Álvaro W. | Zendy; Seoane Gustavo | Zendy

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Synthesis of 9‐Substituted‐1,8‐Dioxooctahydroxanthenes by an Efficient Iodine‐Catalyzed Cyclization

Author(s) -

Luna Liliana E.,

Cravero Raquel M.,

Faccio Ricardo,

Pardo Helena,

Mombrú Álvaro W.,

Seoane Gustavo

Publication year - 2009

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200801233

Subject(s) - chemistry , iodine , adduct , michael reaction , catalysis , molecule , tandem , medicinal chemistry , stereochemistry , organic chemistry , materials science , composite material

New 1,8‐dioxooctahydroxanthenes with substituents in the 2‐, 3‐, and 9‐positions were obtained by cyclization with iodine from tandem Michael/Michael adducts. The X‐ray molecular structure of the methyl 2‐(1,8‐dioxo‐2,3,4,5,6,7,8,9‐octahydro‐1 H ‐xanthen‐9‐yl)acetate ( 3a ) was solved and shows the parallel laminae packing of these molecules. Furthermore, we reported the structure of intermediate 4 isolated from this reaction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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