Beilstein J. Org. Chem.2011,7, 496–502, doi:10.3762/bjoc.7.58
'-disubstituted1,1'-binaphthyls with the newly constructed benzofluorenyl group serving as a naphthyl moiety.
Keywords: benzannulated enediynyl alcohols; benzannulated enyne–allenes; 2,2'-disubstituted1,1'-binaphthyls; 5-(1-naphthyl)-11H-benzo[b]fluorenes; Schmittel cascade cyclizations; Introduction
-(methoxymethyl)-1-naphthyl group at one of the alkynyl termini of the benzannulated enediyne system, the resulting naphthyl-substituted benzo[b]fluorenes could be regarded as 2,2'-disubstituted1,1'-binaphthyls with two additional substituents at the 3 and 4 positions. The versatility of 1,1'-binaphthyl-2,2
'-diol (BINOL) and BINOL derivatives as reagents in asymmetric synthesis has stimulated the development of new synthetic methods for 2,2'-disubstituted1,1'-binaphthyls [8][9][10][11][12][13][14][15][16]. However, the great majority of the reported methods involved coupling of two properly substituted 1
PDF
Graphical Abstract
Scheme 1:
Synthesis of 5-aryl-11H-benzo[b]fluorenes via benzannulated enyne–allenes.