Abstract:
Both (S)-(+)- [(S)-5] and (R)-(−)-2-methyl-1-boraadamantane [(R)-5] were isolated in 96% and 92% ee, respectively, by the crystallization of corresponding (S)-(−)- and (R)-(+)-phenylethylamine adducts from hexane and transformed into optically active 1-hydroxy-2-methyladamantanes by the carbonylation–oxidation sequence.
Document Type:
Article
Language: English
Citation:
M. E. Gurskii, V. A. Ponomarev, K. A. Lyssenko, M. Yu. Antipin, Ph. Renaud, Yu. N. Bubnov, “The first chiral derivatives of 1-boraadamantane”, Mendeleev Commun., 13:3 (2003), 121–123
Linking options:
https://www.mathnet.ru/eng/mendc3983
https://www.mathnet.ru/eng/mendc/v13/i3/p121
This publication is cited in the following 5 articles:
Kurt F. Hoffmann, Rayni P. Noriega, Paul D. Boyle, Marcus W. Drover, “2-Alkylphosphino-1-boraadamantanes”, Chem. Commun., 60:69 (2024), 9222
Sergey Yu. Erdyakov, Anatolii V. Ignatenko, Tamara V. Potapova, Konstantin A. Lyssenko, Mikhail E. Gurskii, Yuri N. Bubnov, “Design of Bicyclic and Cage Boron Compounds Based on Allylboration of Acetylenes with Allyldichloroboranes”, Org. Lett., 11:13 (2009), 2872
M. E. Gurskii, S. Yu. Erdyakov, T. V. Potapova, Yu. N. Bubnov, “Allylboranes and the synthesis of diamond molecules”, Russ Chem Bull, 57:4 (2008), 802
K. A. Lyssenko, V. A. Ponomarev, M. E. Gurskii, Yu. N. Bubnov, M. Yu. Antipin, “Intramolecular polarization of the dative B–O bond in the donor–acceptor complexes of 1-boraadamantanes with tetrahydrofuran”, Mendeleev Commun., 14:5 (2004), 189–191
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