Concepedia

Regioselective Formation of Optically Active Cycloheptatrienes by Chiral Tethered Büchner Reaction

Takashi Sügimura, Naoko Ohuchi, Masami Kagawa, Kazutake Hagiya, Tadashi Okuyama

Chemistry Letters · 2004 · 11 citations · 4 references

DOI

Concepts

Abstract

Abstract Optically active cycloheptatrienes were prepared by addition of the rhodium carbenoid to polysubstituted phenyl rings connected by a 2,4-pentanediol tether in sufficient regio- and stereoselectivity.

References

4

Transition-metal-catalyzed reactions of diazo compounds. 2. Addition to aromatic molecules: catalysis of Buchner's synthesis of cycloheptatrienes

A. J. ANCIAUX, A. Demonceau, Alfred F. Noels et al. · The Journal of Organic Chemistry · 1981 · 165 citations · Full text

, , +8

Dirhodium(II) tetra(triphenylacetate): A highly efficient catalyst for the site-selective intramolecular C-H insertion reactions of α-Diazo β-Keto Esters

Shunichi Hashimoto, Nobuhide Watanabe, Shiro Ikegami · Tetrahedron Letters · 1992 · 93 citations

, , +14

Cycloheptatriene syntheses through rhodium(II) acetate-catalyzed intramolecular addition reactions of N-benzyldiazoacetamides

Michael P. Doyle, Michael S. Shanklin, Hoan Q. Pho · Tetrahedron Letters · 1988 · 43 citations

, , +6

Entropy-Controlled Asymmetric Synthesis. How Differential Activation Entropy Is Induced in Chiral Tethered Reactions

Takashi Sügimura, Kazutake Hagiya, Yasuhiro Sato et al. · Organic Letters · 2000 · 25 citations

, , +12