R. G. Kostyanovsky, P. E. Dormov, P. T. Trapencieris, B. Strumfs, G. K. Kadorkina, I. I. Chervin, I. Ya. Kalvin's, “Optically active 2,2-dimethyl-1,3,4-triazabicyclo[4.1.0]heptan-5-one: synthesis, spontaneous resolution and absolute configuration”, Mendeleev Commun., 1999, Volume 9, Issue 1,Pages <nobr>26

This article is cited in 11 papers

Optically active 2,2-dimethyl-1,3,4-triazabicyclo[4.1.0]heptan-5-one: synthesis, spontaneous resolution and absolute configuration

R. G. Kostyanovsky^a, P. E. Dormov^a, P. T. Trapencieris^b, B. Strumfs^b, G. K. Kadorkina^a, I. I. Chervin^a, I. Ya. Kalvin's^b

^a N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russian Federation
^b Latvian Institute of Organic Synthesis, Riga, Latvian Republic

Abstract: Bicycle (±)-1 crystallises as a conglomerate (space group P2₁) and undergoes spontaneous resolution on crystallisation from chloroform or acetone (16–44% ee). The absolute configuration (S)-(−)-1 was determined by synthesis from (S)-Ser-OMe; mutarotation due to the partial conversion of 1 into the corresponding isopropylidene 4 was observed in MeOH solution.

Language: English

DOI: 10.1070/MC1999v009n01ABEH001047