A short biomimetic approach to the fully functionalized bicyclic framework of type A acylphloroglucinols

Organic Letters

Volumn 11, Issue 19, 2009, Pages 4430-4433

  Couladouros, Elias A ^a,b,c   Dakanali, Marianna ^a,b,c   Demadis, Konstantinos D ^a,b,c   Vidali, Veroniki P ^a,b,c  

^a AGRICULTURAL UNIVERSITY OF ATHENS   (Greece)

^b UNIVERSITY OF CRETE   (Greece)

^c INSTITUTE OF NANOSCIENCE AND NANOTECHNOLOGY   (Greece)

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO COMPOUND; DRUG DERIVATIVE; PHLOROGLUCINOL;

ARTICLE; BIOMIMETICS; CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

BICYCLO COMPOUNDS; BIOMIMETICS; CRYSTALLOGRAPHY, X-RAY; CYCLIZATION; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PHLOROGLUCINOL; STEREOISOMERISM;

EID: 70350153787     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901781n     Document Type: Article

References (29)

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26. Meťhanesulfonic ester could not be detected by TLC
27. See the Supporting Information for complete experimental details.
28. In this case, for the preparation of 15, alkylation of 7 with bromide 8g was performed in MeONa/MeOH. (method B), as method A resulted in no reaction.
29. Formation of 27 is due to deacetylation of 23, in situ Michael addition on C-3 and subsequent aldol condensation, under the harsh conditons applied. See ref 4c.