Determination of the absolute configuration of inherently chiral resore[4]arenes

Klaes M, Neumann B, Stammler H-G, Mattay J (2005)
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2005(5): 864-868.

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Abstract
The absolute configuration of twelve inherently chiral resorcarenes was determined using a combination of the X-ray structure of (-)-3a and optical rotation as well as NMR techniques. Starting from a racemic mixture of 1 both diastereomers (-)-3a and (+)-3b can be obtained in high yields in two steps and the absolute configuration of these diastereomers could be determined by X-ray analysis. Using enantiomerically pure (-)-1 for the same reactions, however, (+)-3b is formed. The alkylation of (-)-1 with (S)-2-methylbutyl tosylate and the methylation of (-)-5a lead to the same resorcarene (-)-4a, while the alkylation of (+)-1 and the methylation of (+)-5b yield in resorcarene (+)-4b. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005).
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Klaes M, Neumann B, Stammler H-G, Mattay J. Determination of the absolute configuration of inherently chiral resore[4]arenes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2005;2005(5):864-868.
Klaes, M., Neumann, B., Stammler, H. - G., & Mattay, J. (2005). Determination of the absolute configuration of inherently chiral resore[4]arenes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005(5), 864-868.
Klaes, M., Neumann, B., Stammler, H. - G., and Mattay, J. (2005). Determination of the absolute configuration of inherently chiral resore[4]arenes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2005, 864-868.
Klaes, M., et al., 2005. Determination of the absolute configuration of inherently chiral resore[4]arenes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005(5), p 864-868.
M. Klaes, et al., “Determination of the absolute configuration of inherently chiral resore[4]arenes”, EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2005, 2005, pp. 864-868.
Klaes, M., Neumann, B., Stammler, H.-G., Mattay, J.: Determination of the absolute configuration of inherently chiral resore[4]arenes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2005, 864-868 (2005).
Klaes, M, Neumann, B, Stammler, Hans-Georg, and Mattay, Jochen. “Determination of the absolute configuration of inherently chiral resore[4]arenes”. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2005.5 (2005): 864-868.
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