"GA203/03/0496" . . . . "Chir\u00E1ln\u00ED 7-bora- a 7-silabicyklo[6.3.0.0]undekany a jejich benzoanalogy. Synt\u00E9zy a aplikace" . . . "2009-01-15+01:00"^^ . . . . . . . "0"^^ . . . "In the frame of the project, three types of polycyclic dienes have been synthesized. Hydroboration of these dienes using borane, non-chiral and chiral primary and secondary boranes has been studied . Whereas hydroboration of dicyclopentene led to undesir"@en . . "Chiral 7-bora- and 7-silabicyclo[6.3.0.0]undecanes and their benzo analogues. Syntheses and applications"@en . . "The project is aimed in the synthesis of new chiral C2-symmetric 7-bora- and 7-silabicyclo[6.3.0.02,6]un-decanes and their benzo analogues and their application to selected enantioselective reactions. A key step of the synthesis is enantioselectivehydroboration of 1,1'-bi(cyclopent-1-ene) and its benzo analogues. Chiral boranes thus synthesized will be transformed either to chiral diols and cyclic sulfates prepared therefrom, or directly to chiral dibromides. By the reaction of these sulfates ordibromides with appropriate metals, chiral organolithium, organomagnesium, or organozinc intermediates will be synthesized and their structure and reactivity studied both experimentally and theoretically by ab initio methods. Chiral C2-symmetric 7?bora-and 7-silabicyclo[6.3.0.02,6]undecanes and their benzo analogues will be employed as reagents for enantioselective hydroboration, enantioselective nucleofilic fluorination, and also as chiral protective groups or auxiliaries. In selected cases, analogous"@en . . "Neuvedeno."@en . . "6"^^ . "V r\u00E1mci projektu byly syntetizov\u00E1ny t\u0159i typy polycyklick\u00FDch dien\u016F. Byla studov\u00E1na hydroborace t\u011Bchto dien\u016F pomoc\u00ED boranu, nechir\u00E1ln\u00EDch i chir\u00E1ln\u00EDch prim\u00E1rn\u00EDch a sekund\u00E1rn\u00EDch boran\u016F. Zat\u00EDmco hydroborace dicyklopentenu vede t\u00E9m\u011B\u0159 v\u00FDlu\u010Dn\u011B k ne\u017E\u00E1douc\u00ED mesofo"@cs . "http://www.isvav.cz/projectDetail.do?rowId=GA203/03/0496"^^ . . "6"^^ . "0"^^ . "C\u00EDlem projektu je synt\u00E9za nov\u00FDch chir\u00E1ln\u00EDch C2-symetrick\u00FDch 7-bora- a 7-silabicyklo[6.3.0.02,6]undekan\u016F a jejich benzoanalog\u016F a jejich aplikace pro vybran\u00E9 enantioselektivn\u00ED reakce. Kl\u00ED\u010Dov\u00FDm krokem synt\u00E9zy je enantioselektivn\u00ED hydroborace1,1'-bi(cyklopent-1-enu) a jeho benzoanalog\u016F. Touto hydroborac\u00ED p\u0159ipraven\u00E9 chir\u00E1ln\u00ED borany budou transformov\u00E1ny jednak na chir\u00E1ln\u00ED dioly a z\u00A0nich p\u0159ipraven\u00E9 cyklick\u00E9 sulf\u00E1ty, jednak p\u0159\u00EDmo na chir\u00E1ln\u00ED dibromidy. Reakc\u00ED t\u011Bchto sulf\u00E1t\u016F a bromid\u016F s\u00A0vhodn\u00FDmikovy budou syntetizov\u00E1ny chir\u00E1ln\u00ED organolithn\u00E9, organoho\u0159e\u010Dnat\u00E9 a organozine\u010Dnat\u00E9 intermedi\u00E1ty, jejich\u017E struktura a reaktivita s\u00A0vybran\u00FDmi halogenborany a halogensilany budou studov\u00E1ny jak experiment\u00E1ln\u011B, tak i teoreticky pomoc\u00ED ab initio metod.P\u0159ipraven\u00E9 chir\u00E1ln\u00ED C2-symetrick\u00E9 7-bora- a 7-silabicyklo[6.3.0.02,6]undekany a jejich benzoanalogy budou vyu\u017Eity jako \u010Dinidla pro enantioselektivn\u00ED hydroboraci, enantioselektivn\u00ED nukleofiln\u00ED fluoraci a d\u00E1le jako chir\u00E1ln\u00ED chr\u00E1nic\u00ED nebo pomocn\u00E9 skupiny." . . "1"^^ .