A short biomimetic approach to the fully functionalized bicyclic framework of type A acylphloroglucinols.
A biomimetic approach toward type A polyprenylated acylphloroglucinols (PPAPs) is described. The method is based on a C-alkylation-cation cyclization reaction sequence, leading to a convenient buildup of molecular complexity, employing the simple and readily available deoxycohumulone and an appropriately functionalized hydroxy halide. Thus, a versatile construction of the fully functionalized bicyclic framework of type A PPAPs (5) was achieved.
Couladouros
Elias A
EA
Chemical Laboratories, Agricultural University of Athens, Iera Odos 75, GR-11855 Athens, Greece. ecoula@aua.gr
Dakanali
Marianna
M
Demadis
Konstantinos D
KD
Vidali
Veroniki P
VP
D032701:Biomimetics; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D008958:Models, Molecular; D015394:Molecular Structure; D010696:Phloroglucinol / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D001643:Bridged Bicyclo Compounds; D010696:Phloroglucinol