52665-62-0Relevant academic research and scientific papers
Chiral tricarbonyl(η6-cyclobutabenzene)chromium complexes. Diastereoselective synthesis and use in asymmetric cycloaddition reactions
Kuendig, E. Peter,Leresche, James,Saudan, Lionel,Bernardinelli, Gerald
, p. 7363 - 7378 (2007/10/03)
The intrermolecular Diels-Alder reaction of nonracemic planar chiral (ortho-quinodimethane)Cr(CO)3 intermediate 6 with dienophiles gave, after decomplexation, chiral nonracemic tetralins 23-25. Access to 6 was obtained via enzyme catalyzed acetate hydrolysis of 1-acetoxycyclobutabenzene (13), derivatization of the highly enantioenriched 1-hydroxycyclobutabenzene (S-(+)-8) as the tetrahydropyranyl ether 20 diastereoselective complexation to Cr(CO)3 followed by hydrolysis and charge accelerated electrocyclic ring opening of the anion of (1-hydroxycyclobutabenzene)Cr(CO)3 ((1S,6aR)-(-)-4).
