Concepedia

Synthesis of Optically Active Oligonaphthalenes via Second-Order Asymmetric Transformation

Kazunori Tsubaki, Masaya Miura, Hiroshi Morikawa, Hiroyuki Tanaka, Takeo Kawabata, Takumi Furuta, Kiyoshi Tanaka, Kaoru Fuji

Journal of the American Chemical Society · 2003 · 64 citations · 7 references

DOI

Concepts

Abstract

Synthesis of numerous optically active rod-shaped oligo(2,3-dioxyfunctionalized)naphthalenes connected at their 1,4-positions was achieved using oxidative coupling under CuCl2/alpha-methylbenzylamine conditions by second-order asymmetric transformation. We believe this method is practical and should contribute to the field of material science.

References

7

Synthesis of enantiomerically pure 2,2'-dihydroxy-1,1'-binaphthyl, 2,2'-diamino-1,1'-binaphthyl, and 2-amino-2'-hydroxy-1,1'-binaphthyl. Comparison of processes operating as diastereoselective crystallization and as second order asymmetric transformation

Martin Smrčina, M. Lorenc, Vladimı́r Hanuš et al. · The Journal of Organic Chemistry · 1992 · 247 citations

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Detection and Amplification of a Small Enantiomeric Imbalance in α-Amino Acids by a Helical Poly(phenylacetylene) with Crown Ether Pendants

Ryuji Nonokawa, Eiji Yashima · Journal of the American Chemical Society · 2002 · 226 citations

On the mechanism of the formation of s(−)-(1, 1'-binaphthalene)-2,2'-diol via copper(II)amine complexes

Johannes Brussee, J. L. G. Groenendijk, J.M. te Koppele et al. · Tetrahedron · 1985 · 189 citations

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Observation of a H-Agostic Bond in a Highly Active Rhenium–Alkylidene Olefin Metathesis Heterogeneous Catalyst by Two-Dimensional Solid-State NMR Spectroscopy

Anne Lesage, Lyndon Emsley, Mathieu Chabanas et al. · Angewandte Chemie International Edition · 2002 · 83 citations · Full text

Copper(I)-Catalyzed Asymmetric Oxidative Coupling Polymerization of 2,3-Dihydroxynaphthalene Using Bisoxazoline Ligands

Shigeki Habaue, Tomoaki Seko, Yoshio Okamoto · Macromolecules · 2003 · 67 citations