1399167-96-4Relevant academic research and scientific papers
Generation of molecular complexity from cyclooctatetraene: Preparation of optically active protected aminocycloheptitols and bicyclo[4.4.1]undecatriene
El-Mansy, Mohamed F.,Sar, Anobick,Lindeman, Sergey,Donaldson, William A.
, p. 2330 - 2336 (2013)
The racemic (6-cyclo-heptadienyl)Fe(CO)3+ cation ((±)-7), prepared from cyclooctatetraene, was treated with a variety of carbon and heteroatom nucleophiles. Attack took place at the less hindered C1 dienyl carbon and decomplexation of the (cycloheptadiene)Fe(CO) 3 complexes gave products rich in functionality for further synthetic manipulation. In particular, a seven-step route was developed from racemic (6-styryl-2,4-cycloheptadien-1-yl)phthalimide ((±)-9 d) to afford the optically active aminocycloheptitols (-)-20 and (+)-20. And the cycloheptitol is The racemic [(6-cycloheptadienyl)Fe(CO)3]+ cation, prepared from cyclooctatetraene, reacts with a variety of carbon and heteroatom nucleophiles to afford (1,6-disubstituted heptadiene)FeCO3 complexes. Decomplexation and further synthetic manipulation leads to the optically active aminocycloheptitols (-)-1 and (+)-1 in 15.7 and 12.2 % overall yields from cyclooctatetraene (see scheme). TBDPS=tert-butyldiphenylsilyl, Phth=phthalate. Copyright
Generation of molecular complexity from cyclooctatetraene using dienyliron and olefin metathesis methodology
El-Mansy, Mohamed F.,Sar, Anobick,Chaudhury, Subhabrata,Wallock, Nathaniel J.,Donaldson, William A.
, p. 4844 - 4846 (2012)
Transformation of the simple hydrocarbon cyclooctatetraene into a variety of polycyclic skeletons was achieved by sequential coordination to iron, reaction with electrophiles followed by allylated nucleophiles, decomplexation and olefin metathesis.
