Concepedia

Convenient Optical Resolution of Axially Chiral 1,1′-Binaphthyl-2,2′-dicarboxylic Acid

Shigeyoshi Kanoh, Yukihiko Hongoh, Masatoshi Motoi, Hiroshi Suda

Bulletin of the Chemical Society of Japan · 1988 · 26 citations · 11 references

DOI

Concepts

Abstract

Abstract Axially chiral 1,1′-binaphthyl-2,2′-dicarboxylic acid was conveniently resolved through its brucine salts in satisfactory yields. The resolved diacids were confirmed to be optically pure from high-performance liquid chromatographic analyses of the dimethyl esters derived from them on an optically active poly(diphenyl-2-pyridylmethyl methacrylate) column.

References

11

Design of complexes between synthetic hosts and organic guests

Donald J. Cram, Jane M. Cram · Accounts of Chemical Research · 1978 · 405 citations

, , +6

Asymmetric synthesis via axially dissymmetric molecules. 6. Rational designing of efficient chiral reducing agents. Highly enantioselective reduction of aromatic ketones by binaphthol-modified lithium aluminum hydride reagents

Ryōji Noyori, I. Tomino, Yoshifumi Tanimoto et al. · Journal of the American Chemical Society · 1984 · 343 citations

, , +11

Chiral catalysis of additions of alkyllithiums to aldehydes

Jean Paul Mazaleyrat, Donald J. Cram · Journal of the American Chemical Society · 1981 · 153 citations

, , +7

A novel clathrate design: selective inclusion of uncharged molecules via the binaphthyl hinge and appended coordinating groups. X-ray crystal structures and binding modes of 1,1'-binaphthyl-2,2'-dicarboxylic acid host/hydroxylic guest inclusions

Edwin Weber, I. Csöregh, Mátyás Czugler · Journal of the American Chemical Society · 1984 · 128 citations

, , +13

Conformation and Optical Rotation of Restricted Biphenyls. Configurational Correlation of Biaryls by Optical Displacement. The Absolute Configuration of Restricted 1,1'-Binaphthyls<sup>1</sup>

Donald D. Fitts, Maurice Siegel, Kurt Mislow · Journal of the American Chemical Society · 1958 · 39 citations

, , +17