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., 2003, Volume 13, Issue 3,Pages <nobr>121

This article is cited in 5 papers

The first chiral derivatives of 1-boraadamantane

M. E. Gurskii^a, V. A. Ponomarev^a, K. A. Lyssenko^b, M. Yu. Antipin^b, Ph. Renaud^c, Yu. N. Bubnov^b

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
^c Department of Chemistry and Biochemistry, University of Bern, Bern, Switzerland

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.

Language: English

DOI: 10.1070/MC2003v013n03ABEH001791