Download PDF
Synfacts 2006(10): 1029-1029  
DOI: 10.1055/s-2006-949285
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Tetra-ortho-substituted Axially Chiral Biaryls via [2+2+2] Cycloadditions

Contributor(s): Mark Lautens, Frédéric Ménard
G. Nishida, N. Suzuki, K. Noguchi, K. Tanaka*
Tokyo University of Agriculture and Technology, Japan
Further Information

Publication History

Publication Date:
21 September 2006 (online)

    Permissions and Reprints

Significance

Complex axially chiral biaryls can be prepared in one step from two acyclic starting materials. Besides this method, very few methods allow the preparation of tetra-ortho-substituted biaryl compounds. With the double [2+2+2] cyclo­addition, in most cases the mono-annulated products 7 are observed and can be resubjected to a second cycloaddition to obtain non-symmetrically substituted biaryl compounds 8 with high enan­tioselectivity.